SU450398A3 - Способ получени -арил-2аминоалкоксистиролов - Google Patents

Способ получени -арил-2аминоалкоксистиролов

Info

Publication number: SU450398A3
Authority: SU; USSR - Soviet Union
Prior art keywords: radical; substituted; lower alkyl; general formula; cis
Prior art date: 1969-08-05

Application number

SU1701190A

Other languages

English (en)

Russian (ru)

Inventor

Эрих Мюллер

Роланд Майер

Вилли Дидерен

Original Assignee

Д-Р Карл Томэ Гмбх (Фирма)

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1969-08-05

Filing date

1970-07-28

Publication date

1974-11-15

1970-07-28 Application filed by Д-Р Карл Томэ Гмбх (Фирма) filed Critical Д-Р Карл Томэ Гмбх (Фирма)

1974-11-15 Application granted granted Critical

1974-11-15 Publication of SU450398A3 publication Critical patent/SU450398A3/ru

Links

238000000034 method Methods 0.000 title claims description 10
125000000217 alkyl group Chemical group 0.000 claims description 14
150000001875 compounds Chemical class 0.000 claims description 8
150000001412 amines Chemical class 0.000 claims description 5
229910052757 nitrogen Inorganic materials 0.000 claims description 4
150000003839 salts Chemical class 0.000 claims description 4
125000005843 halogen group Chemical group 0.000 claims description 3
239000000203 mixture Substances 0.000 claims description 3
125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
125000004504 1,2,4-oxadiazolyl group Chemical group 0.000 claims description 2
125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims description 2
125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims description 2
AYLIEDQYYJIGDP-UHFFFAOYSA-N [C]1=CC=CS1 Chemical compound [C]1=CC=CS1 AYLIEDQYYJIGDP-UHFFFAOYSA-N 0.000 claims description 2
125000003342 alkenyl group Chemical group 0.000 claims description 2
125000004183 alkoxy alkyl group Chemical group 0.000 claims description 2
125000003545 alkoxy group Chemical group 0.000 claims description 2
238000001640 fractional crystallisation Methods 0.000 claims description 2
125000004430 oxygen atom Chemical group O* 0.000 claims description 2
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
239000001257 hydrogen Substances 0.000 claims 3
229910052739 hydrogen Inorganic materials 0.000 claims 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
125000000623 heterocyclic group Chemical group 0.000 claims 1
150000002431 hydrogen Chemical class 0.000 claims 1
125000002768 hydroxyalkyl group Chemical group 0.000 claims 1
230000003993 interaction Effects 0.000 claims 1
238000002955 isolation Methods 0.000 claims 1
125000002950 monocyclic group Chemical group 0.000 claims 1
125000003011 styrenyl group Chemical class [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
-1 (2-chloroethoxy) pyridine styrene Chemical compound 0.000 description 13
238000006243 chemical reaction Methods 0.000 description 5
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 4
BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
239000002253 acid Substances 0.000 description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
239000000126 substance Substances 0.000 description 3
BIAWAXVRXKIUQB-UHFFFAOYSA-N 2-(2-phenylethenyl)pyridine Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=N1 BIAWAXVRXKIUQB-UHFFFAOYSA-N 0.000 description 2
125000006012 2-chloroethoxy group Chemical group 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 2
239000011230 binding agent Substances 0.000 description 2
GZUXJHMPEANEGY-UHFFFAOYSA-N bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 description 2
238000001816 cooling Methods 0.000 description 2
238000000354 decomposition reaction Methods 0.000 description 2
150000007524 organic acids Chemical class 0.000 description 2
235000005985 organic acids Nutrition 0.000 description 2
230000000144 pharmacologic effect Effects 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
239000002904 solvent Substances 0.000 description 2
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
DDNGWXFFYAVESV-UHFFFAOYSA-N 2-(2-phenylethenoxy)ethanamine Chemical compound NCCOC=CC1=CC=CC=C1 DDNGWXFFYAVESV-UHFFFAOYSA-N 0.000 description 1
OPKOKAMJFNKNAS-UHFFFAOYSA-N N-methylethanolamine Chemical compound CNCCO OPKOKAMJFNKNAS-UHFFFAOYSA-N 0.000 description 1
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
FMFSVZQZWVMVKB-UHFFFAOYSA-N [C]1=CN=CC=N1 Chemical compound [C]1=CN=CC=N1 FMFSVZQZWVMVKB-UHFFFAOYSA-N 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
150000001350 alkyl halides Chemical class 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
238000004821 distillation Methods 0.000 description 1
239000003814 drug Substances 0.000 description 1
238000001035 drying Methods 0.000 description 1
150000007529 inorganic bases Chemical class 0.000 description 1
239000007788 liquid Substances 0.000 description 1
229940102396 methyl bromide Drugs 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
150000007530 organic bases Chemical class 0.000 description 1
125000005429 oxyalkyl group Chemical group 0.000 description 1
239000000825 pharmaceutical preparation Substances 0.000 description 1
230000001376 precipitating effect Effects 0.000 description 1
239000000047 product Substances 0.000 description 1
235000011121 sodium hydroxide Nutrition 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
- C07D213/30—Oxygen atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
- A61P21/02—Muscle relaxants, e.g. for tetanus or cramps
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
- C07C39/18—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring monocyclic with unsaturation outside the aromatic ring
- C07C39/19—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring monocyclic with unsaturation outside the aromatic ring containing carbon-to-carbon double bonds but no carbon-to-carbon triple bonds
- C07C39/20—Hydroxy-styrenes
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/12—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D215/14—Radicals substituted by oxygen atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/26—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D241/12—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
- C07D261/06—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
- C07D261/08—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D271/06—1,2,4-Oxadiazoles; Hydrogenated 1,2,4-oxadiazoles
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/40—Radicals substituted by oxygen atoms
- C07D307/42—Singly bound oxygen atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
- C07D333/16—Radicals substituted by singly bound hetero atoms other than halogen by oxygen atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4056—Esters of arylalkanephosphonic acids

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
General Health & Medical Sciences (AREA)
Bioinformatics & Cheminformatics (AREA)
Life Sciences & Earth Sciences (AREA)
Engineering & Computer Science (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Pharmacology & Pharmacy (AREA)
Animal Behavior & Ethology (AREA)
Neurology (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Neurosurgery (AREA)
Biomedical Technology (AREA)
Pain & Pain Management (AREA)
Physical Education & Sports Medicine (AREA)
Psychiatry (AREA)
Hospice & Palliative Care (AREA)
Biochemistry (AREA)
Molecular Biology (AREA)
Orthopedic Medicine & Surgery (AREA)
Anesthesiology (AREA)
Plural Heterocyclic Compounds (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Pyridine Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Quinoline Compounds (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Heterocyclic Compounds Containing Sulfur Atoms (AREA)
Furan Compounds (AREA)
Illuminated Signs And Luminous Advertising (AREA)

SU1701190A 1969-08-05 1970-07-28 Способ получени -арил-2аминоалкоксистиролов SU450398A3 (ru)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE1939809A DE1939809B2 (de)	1969-08-05	1969-08-05	ß-Aryl-2-aminoalkoxy-styrole und Verfahren zu ihrer Herstellung

Publications (1)

Publication Number	Publication Date
SU450398A3 true SU450398A3 (ru)	1974-11-15

Family

ID=5741970

Family Applications (4)

Application Number	Title	Priority Date	Filing Date
SU1701190A SU450398A3 (ru)	1969-08-05	1970-07-28	Способ получени -арил-2аминоалкоксистиролов
SU1701181A SU432712A3 (mo)	1969-08-05	1970-07-28
SU1701186A SU439966A3 (ru)	1969-08-05	1970-07-28	Способ получения -арил-2-аминоалкоксистиролов
SU1701179A SU428597A3 (ru)	1969-08-05	1970-07-28	СПОСОБ ПОЛУЧЕНИЯ р-АРИЛ-2-АМИНОАЛКОКСИСТИРОЛОВ

Family Applications After (3)

Application Number	Title	Priority Date	Filing Date
SU1701181A SU432712A3 (mo)	1969-08-05	1970-07-28
SU1701186A SU439966A3 (ru)	1969-08-05	1970-07-28	Способ получения -арил-2-аминоалкоксистиролов
SU1701179A SU428597A3 (ru)	1969-08-05	1970-07-28	СПОСОБ ПОЛУЧЕНИЯ р-АРИЛ-2-АМИНОАЛКОКСИСТИРОЛОВ

Country Status (25)

Country	Link
JP (6)	JPS4941433B1 (mo)
KR (1)	KR780000113B1 (mo)
AT (5)	AT302344B (mo)
BE (1)	BE754405A (mo)
BG (6)	BG17950A3 (mo)
CH (6)	CH548367A (mo)
CS (6)	CS170535B2 (mo)
DE (1)	DE1939809B2 (mo)
DK (1)	DK139717B (mo)
ES (6)	ES382430A1 (mo)
FI (1)	FI54912C (mo)
FR (1)	FR2068463B1 (mo)
GB (1)	GB1307436A (mo)
HU (1)	HU163185B (mo)
IE (1)	IE34634B1 (mo)
IL (1)	IL35047A (mo)
NL (1)	NL7011590A (mo)
NO (1)	NO135243C (mo)
PH (1)	PH9520A (mo)
PL (2)	PL93130B1 (mo)
RO (5)	RO57548A (mo)
SE (1)	SE382211B (mo)
SU (4)	SU450398A3 (mo)
YU (2)	YU198170A (mo)
ZA (1)	ZA705411B (mo)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS50139537A (mo) *	1974-04-25	1975-11-07
US4220603A (en) *	1977-10-07	1980-09-02	Mitsubishi Chemical Industries, Limited	Pharmaceutically active (omega-aminoalkoxy)bibenzyls
JPS6045632B2 (ja) *	1978-03-09	1985-10-11	三菱化学株式会社	ω−アミノアルコキシスチルベン類及びその酸付加塩
DE2818765A1 (de)	1978-04-28	1979-11-08	Basf Ag	Aminoderivate des 2-methyl-5-(2-hydroxystyrol)-1,3,4-thiadiazols
DE2818998A1 (de) *	1978-04-29	1979-11-15	Basf Ag	3-alkyl-5-(2-hydroxy-styryl)-isoxazole und verfahren zu ihrer herstellung
DE2818999A1 (de) *	1978-04-29	1979-11-15	Basf Ag	Aminoderivate von 3-alkyl-5-(2- hydroxystyryl)-isoxazolen
JPS5629548A (en) *	1979-08-16	1981-03-24	Mitsubishi Chem Ind Ltd	Omega-aminoalkoxystilbenes and their acid addition salts
DE2943406A1 (de)	1979-10-26	1981-05-07	Basf Ag, 6700 Ludwigshafen	Aminoderivate des 2-methyl-5-(2-hydroxystyryl)-1,3,4-thiadiazols
DE2943405A1 (de)	1979-10-26	1981-05-07	Basf Ag, 6700 Ludwigshafen	Neue aminoderivate des 5-(2-hydroxystyryl)-isoxazols
DE3006809A1 (de) *	1980-02-23	1981-09-24	Basf Ag, 6700 Ludwigshafen	2-((3-amino-2-hydroxy-propoxy)-styryl)-isoxazole, verfahren zu ihrer herstellung und diese enthaltende pharmazeutische zubereitungen
JPS5874379U (ja) *	1981-11-16	1983-05-19	富士通株式会社	電子装置
NO174506B (no) *	1984-10-30	1994-02-07	Usv Pharma Corp	Analogifremgangsmaate ved fremstilling av terapeutisk aktive forbindelser
WO2012170781A1 (en)	2011-06-10	2012-12-13	The Procter & Gamble Company	Disposable diapers
EP2717822B1 (en)	2011-06-10	2019-06-05	The Procter and Gamble Company	Absorbent core for disposable absorbent articles
PH12013502575A1 (en)	2011-06-10	2014-02-10	Procter & Gamble	Absorbent structure for absorbent articles
EP2740449B1 (en)	2012-12-10	2019-01-23	The Procter & Gamble Company	Absorbent article with high absorbent material content
EP3254656B1 (en)	2013-06-14	2021-11-10	The Procter & Gamble Company	Absorbent article and absorbent core forming channels when wet
US9987176B2 (en)	2013-08-27	2018-06-05	The Procter & Gamble Company	Absorbent articles with channels
EP3351225B1 (en)	2013-09-19	2021-12-29	The Procter & Gamble Company	Absorbent cores having material free areas
ES2606320T3 (es)	2013-12-19	2017-03-23	The Procter & Gamble Company	Núcleos absorbentes que tienen áreas formadoras de canal y juntas de envoltura en c
CH718510A1 (de) *	2021-04-06	2022-10-14	Moser Schaffhausen Ag	Zifferblatt für eine Uhr.

0
- BE BE754405D patent/BE754405A/xx unknown
1969
- 1969-08-05 DE DE1939809A patent/DE1939809B2/de active Granted
1970
- 1970-07-21 FI FI2035/70A patent/FI54912C/fi active
- 1970-07-22 BG BG017596A patent/BG17950A3/xx unknown
- 1970-07-22 BG BG017597A patent/BG17951A3/xx unknown
- 1970-07-22 RO RO64019A patent/RO57548A/ro unknown
- 1970-07-22 BG BG015253A patent/BG18599A3/xx unknown
- 1970-07-22 RO RO65937A patent/RO58837A/ro unknown
- 1970-07-22 RO RO65939A patent/RO57794A/ro unknown
- 1970-07-22 RO RO65491A patent/RO58861A2/ro unknown
- 1970-07-22 BG BG017598A patent/BG17952A3/xx unknown
- 1970-07-22 RO RO65938A patent/RO57793A/ro unknown
- 1970-07-22 BG BG017594A patent/BG18600A3/xx unknown
- 1970-07-22 BG BG017595A patent/BG20095A3/xx unknown
- 1970-07-28 SU SU1701190A patent/SU450398A3/ru active
- 1970-07-28 SU SU1701181A patent/SU432712A3/ru active
- 1970-07-28 SU SU1701186A patent/SU439966A3/ru active
- 1970-07-28 SU SU1701179A patent/SU428597A3/ru active
- 1970-07-30 KR KR7001068A patent/KR780000113B1/ko not_active Expired
- 1970-07-31 CS CS3511*[A patent/CS170535B2/cs unknown
- 1970-07-31 CS CS3513*[A patent/CS170537B2/cs unknown
- 1970-07-31 CS CS3514*[A patent/CS170538B2/cs unknown
- 1970-07-31 CS CS3512*[A patent/CS170536B2/cs unknown
- 1970-07-31 CS CS5391A patent/CS170533B2/cs unknown
- 1970-07-31 CS CS3510*[A patent/CS170534B2/cs unknown
- 1970-08-03 JP JP45067958A patent/JPS4941433B1/ja active Pending
- 1970-08-03 HU HUTO819A patent/HU163185B/hu unknown
- 1970-08-04 CH CH147973A patent/CH548367A/fr not_active IP Right Cessation
- 1970-08-04 PH PH11713*UA patent/PH9520A/en unknown
- 1970-08-04 GB GB3766370A patent/GB1307436A/en not_active Expired
- 1970-08-04 ES ES382430A patent/ES382430A1/es not_active Expired
- 1970-08-04 ES ES382427A patent/ES382427A1/es not_active Expired
- 1970-08-04 PL PL1970175377A patent/PL93130B1/pl unknown
- 1970-08-04 CH CH148173A patent/CH548982A/xx not_active IP Right Cessation
- 1970-08-04 ES ES382425A patent/ES382425A1/es not_active Expired
- 1970-08-04 CH CH148273A patent/CH548983A/xx not_active IP Right Cessation
- 1970-08-04 ES ES382428A patent/ES382428A1/es not_active Expired
- 1970-08-04 IL IL35047A patent/IL35047A/en unknown
- 1970-08-04 YU YU01981/70A patent/YU198170A/xx unknown
- 1970-08-04 DK DK401270AA patent/DK139717B/da unknown
- 1970-08-04 CH CH1172670A patent/CH548366A/xx not_active IP Right Cessation
- 1970-08-04 ES ES382429A patent/ES382429A1/es not_active Expired
- 1970-08-04 IE IE998/70A patent/IE34634B1/xx unknown
- 1970-08-04 ES ES382426A patent/ES382426A1/es not_active Expired
- 1970-08-04 CH CH147873A patent/CH548981A/xx not_active IP Right Cessation
- 1970-08-04 NO NO3005/70A patent/NO135243C/no unknown
- 1970-08-04 CH CH148073A patent/CH548368A/xx not_active IP Right Cessation
- 1970-08-04 PL PL1970142516A patent/PL78370B1/pl unknown
- 1970-08-05 AT AT943071A patent/AT302344B/de not_active IP Right Cessation
- 1970-08-05 ZA ZA705411A patent/ZA705411B/xx unknown
- 1970-08-05 FR FR7028941A patent/FR2068463B1/fr not_active Expired
- 1970-08-05 AT AT713970A patent/AT301565B/de not_active IP Right Cessation
- 1970-08-05 SE SE7010773A patent/SE382211B/xx unknown
- 1970-08-05 AT AT943271A patent/AT303055B/de not_active IP Right Cessation
- 1970-08-05 NL NL7011590A patent/NL7011590A/xx not_active Application Discontinuation
- 1970-08-05 AT AT943371A patent/AT302346B/de not_active IP Right Cessation
- 1970-08-05 AT AT943171A patent/AT302345B/de not_active IP Right Cessation
1973
- 1973-11-29 JP JP48133937A patent/JPS5113146B1/ja active Pending
- 1973-11-29 JP JP48133939A patent/JPS5113148B1/ja active Pending
- 1973-11-29 JP JP48133941A patent/JPS5113150B1/ja active Pending
- 1973-11-29 JP JP48133940A patent/JPS5113149B1/ja active Pending
- 1973-11-29 JP JP48133938A patent/JPS5113147B1/ja active Pending
1978
- 1978-02-17 YU YU00374/78A patent/YU37478A/xx unknown

Also Published As

Publication number	Publication date
CS170535B2 (mo)	1976-08-27
CH548366A (de)	1974-04-30
BG17952A3 (bg)	1974-03-05
ZA705411B (en)	1971-05-27
AT303055B (de)	1972-11-10
PL93130B1 (mo)	1977-05-30
RO58861A2 (ro)	1975-06-30
AT302344B (de)	1972-10-10
SU439966A3 (ru)	1974-08-15
BG18599A3 (bg)	1975-02-25
CS170538B2 (mo)	1976-08-27
JPS5113150B1 (mo)	1976-04-26
RO57794A (mo)	1975-06-15
CH548981A (de)	1974-05-15
IL35047A0 (en)	1970-10-30
IL35047A (en)	1973-05-31
BG17951A3 (bg)	1974-03-05
CH548367A (de)	1974-04-30
CH548368A (de)	1974-04-30
DE1939809A1 (de)	1971-02-18
AT302345B (de)	1972-10-10
DK139717B (da)	1979-04-02
ES382430A1 (es)	1972-12-01
BG20095A3 (bg)	1975-10-30
HU163185B (mo)	1973-06-28
SU439965A3 (ru)	1974-08-15
SU428597A3 (ru)	1974-05-15
PL78370B1 (mo)	1975-06-30
SU432712A3 (mo)	1974-06-15
CH548983A (de)	1974-05-15
CS170536B2 (mo)	1976-08-27
KR780000113B1 (en)	1978-04-15
DE1939809C3 (mo)	1979-01-11
JPS5113147B1 (mo)	1976-04-26
AT302346B (de)	1972-10-10
SE382211B (sv)	1976-01-19
NO135243B (mo)	1976-11-29
JPS5113148B1 (mo)	1976-04-26
JPS5113146B1 (mo)	1976-04-26
AT301565B (de)	1972-09-11
GB1307436A (en)	1973-02-21
NO135243C (mo)	1977-03-09
RO57793A (mo)	1975-03-15
ES382427A1 (es)	1972-11-16
JPS5113149B1 (mo)	1976-04-26
CS170534B2 (mo)	1976-08-27
CS170537B2 (mo)	1976-08-27
RO57548A (mo)	1975-02-15
JPS4941433B1 (mo)	1974-11-08
DE1939809B2 (de)	1978-04-13
FR2068463B1 (mo)	1974-08-30
RO58837A (mo)	1975-09-15
BE754405A (fr)	1971-02-04
ES382429A1 (es)	1972-11-16
IE34634B1 (en)	1975-07-09
ES382428A1 (es)	1972-11-16
YU198170A (en)	1979-07-10
DK139717C (mo)	1979-09-17
IE34634L (en)	1971-02-05
PH9520A (en)	1976-01-09
CH548982A (de)	1974-05-15
YU37478A (en)	1979-07-10
ES382426A1 (es)	1972-11-16
FI54912B (fi)	1978-12-29
CS170533B2 (mo)	1976-08-27
FR2068463A1 (mo)	1971-08-27
FI54912C (fi)	1979-04-10
BG18600A3 (bg)	1975-02-25
NL7011590A (mo)	1971-02-09
BG17950A3 (bg)	1974-03-05
ES382425A1 (es)	1972-11-16

Publication	Publication Date	Title
Boekelheide et al.	1952	Reissert Compounds. Further Alkylation Studies and a Novel Rearrangement1
Tramontini	1973	Advances in the chemistry of Mannich bases
JPS6056143B2 (ja)	1985-12-09	アミジン誘導体ならびにその製造法
SU439966A1 (ru)	1974-08-15	Способ получени -арил-2-аминоалкоксистиролов
SU428597A3 (ru)	1974-05-15	СПОСОБ ПОЛУЧЕНИЯ р-АРИЛ-2-АМИНОАЛКОКСИСТИРОЛОВ
SU523637A3 (ru)	1976-07-30	Способ получени производных триптамина или их солей
US2704757A (en)	1955-03-22	5-hydroxy-3, 4, 5, 6-tetrahydropyriminines
US3186999A (en)	1965-06-01	Isothiazole derivatives
US2554737A (en)	1951-05-29	Basically substituted tetrahydroquinoline derivatives
SU1033003A3 (ru)	1983-07-30	Способ получени производных 4-пиримидона или их фармацевтически приемлемых кислотно-аддитивных солей
Chu et al.	1958	4-Pyridylhydantoins
SU428602A3 (ru)	1974-05-15	Способ получения основпозамещенных производных 1
US2683713A (en)	1954-07-13	Substituted benzylisoquinolines
US2728769A (en)	1955-12-27	Alkoxybenzylisoquinolines and salts thereof
US2786059A (en)	1957-03-19	Derivatives of 2-nu-methyl-1, 2, 3, 4-tetrahydro-gamma-carbolines
US2712022A (en)	1955-06-28	Heterocyclic amino alcohols
Koelsch et al.	1953	Synthesis of N-methylmorphinane
US3398155A (en)	1968-08-20	2, 6-dichloro-isonicotinamide derivatives and a method for their preparation
SU422146A3 (mo)	1974-03-30
US2485662A (en)	1949-10-25	Alpha-(aminoalkyl)-stilbenes
US3184452A (en)	1965-05-18	New aminoalkoxy compounds and process for theik manufacture
SU569287A3 (ru)	1977-08-15	Способ получени производных бензгидрилоксиалкиламина или их солей
US3304304A (en)	1967-02-14	Quinazolone derivatives
US2744899A (en)	1956-05-08	4-(beta-substituted aminoethyl)-imidazoles and the preparation thereof
US2535971A (en)	1950-12-26	1-carbalkoxy-4-substituted piperazines