CH444849A - Verfahren zur Herstellung homocyclischer Verbindungen - Google Patents

Verfahren zur Herstellung homocyclischer Verbindungen

Info

Publication number: CH444849A
Authority: CH; Switzerland
Prior art keywords: ethanol; naphthyl; tetrahydro; indanyl; isopropylamino
Prior art date: 1962-03-28

Application number

CH386463A

Other languages

German (de)

English (en)

Inventor

Howe Ralph

Harold Smith Leslie

Stuart Stephenson John

Original Assignee

Ici Ltd

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.)

1962-03-28

Filing date

1963-03-27

Publication date

1967-10-15

1963-03-27 Application filed by Ici Ltd filed Critical Ici Ltd

1967-10-15 Publication of CH444849A publication Critical patent/CH444849A/de

Links

150000001875 compounds Chemical class 0.000 title claims description 14
238000000034 method Methods 0.000 title claims description 10
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 48
-1 alkyl radical Chemical class 0.000 claims description 8
150000003839 salts Chemical class 0.000 claims description 7
125000004432 carbon atom Chemical group C* 0.000 claims description 6
150000001412 amines Chemical class 0.000 claims description 4
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
229910000033 sodium borohydride Inorganic materials 0.000 claims description 3
239000012279 sodium borohydride Substances 0.000 claims description 3
WPWHSFAFEBZWBB-UHFFFAOYSA-N 1-butyl radical Chemical compound [CH2]CCC WPWHSFAFEBZWBB-UHFFFAOYSA-N 0.000 claims description 2
125000003762 3,4-dimethoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C1* 0.000 claims description 2
SMZOGRDCAXLAAR-UHFFFAOYSA-N aluminium isopropoxide Chemical compound [Al+3].CC(C)[O-].CC(C)[O-].CC(C)[O-] SMZOGRDCAXLAAR-UHFFFAOYSA-N 0.000 claims description 2
125000005843 halogen group Chemical group 0.000 claims description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims description 2
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 claims 1
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
239000000203 mixture Substances 0.000 description 8
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
239000002904 solvent Substances 0.000 description 4
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
239000003085 diluting agent Substances 0.000 description 3
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 2
238000002844 melting Methods 0.000 description 2
230000008018 melting Effects 0.000 description 2
MUBZPKHOEPUJKR-UHFFFAOYSA-M oxalate(1-) Chemical compound OC(=O)C([O-])=O MUBZPKHOEPUJKR-UHFFFAOYSA-M 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical class Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 1
229910019142 PO4 Inorganic materials 0.000 description 1
150000001242 acetic acid derivatives Chemical class 0.000 description 1
239000002253 acid Substances 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
230000000903 blocking effect Effects 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
150000001860 citric acid derivatives Chemical class 0.000 description 1
208000029078 coronary artery disease Diseases 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
150000003840 hydrochlorides Chemical class 0.000 description 1
125000004129 indan-1-yl group Chemical group [H]C1=C([H])C([H])=C2C(=C1[H])C([H])([H])C([H])([H])C2([H])* 0.000 description 1
150000003893 lactate salts Chemical class 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
150000003891 oxalate salts Chemical class 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
235000021317 phosphate Nutrition 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
238000011321 prophylaxis Methods 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
150000003873 salicylate salts Chemical class 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
150000003892 tartrate salts Chemical class 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
238000011282 treatment Methods 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/13—Amines
- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
- C07C45/46—Friedel-Crafts reactions
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/782—Ketones containing a keto group bound to a six-membered aromatic ring polycyclic
- C07C49/792—Ketones containing a keto group bound to a six-membered aromatic ring polycyclic containing rings other than six-membered aromatic rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/04—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Epidemiology (AREA)
Medicinal Chemistry (AREA)
Pharmacology & Pharmacy (AREA)
Chemical Kinetics & Catalysis (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CH386463A 1962-03-28 1963-03-27 Verfahren zur Herstellung homocyclischer Verbindungen CH444849A (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GB1187862A GB1005026A (en)	1962-03-28	1962-03-28	Naphthalene and indane derivatives

Publications (1)

Publication Number	Publication Date
CH444849A true CH444849A (de)	1967-10-15

Family

ID=9994330

Family Applications (4)

Application Number	Title	Priority Date	Filing Date
CH386463A CH444849A (de)	1962-03-28	1963-03-27	Verfahren zur Herstellung homocyclischer Verbindungen
CH276867A CH450403A (de)	1962-03-28	1963-03-27	Verfahren zur Herstellung homocyclischer Verbindungen
CH276967A CH450404A (de)	1962-03-28	1963-03-27	Verfahren zur Herstellung homocyclischer Verbindungen
CH276767A CH450402A (de)	1962-03-28	1963-03-27	Verfahren zur Herstellung homocyclischer Verbindungen

Family Applications After (3)

Application Number	Title	Priority Date	Filing Date
CH276867A CH450403A (de)	1962-03-28	1963-03-27	Verfahren zur Herstellung homocyclischer Verbindungen
CH276967A CH450404A (de)	1962-03-28	1963-03-27	Verfahren zur Herstellung homocyclischer Verbindungen
CH276767A CH450402A (de)	1962-03-28	1963-03-27	Verfahren zur Herstellung homocyclischer Verbindungen

Country Status (5)

Country	Link
CH (4)	CH444849A (da)
DE (1)	DE1468070A1 (da)
DK (4)	DK107870C (da)
GB (1)	GB1005026A (da)
SE (4)	SE311016B (da)

1962
- 1962-03-28 GB GB1187862A patent/GB1005026A/en not_active Expired
1963
- 1963-03-27 DK DK138163A patent/DK107870C/da active
- 1963-03-27 DK DK383964A patent/DK107161C/da active
- 1963-03-27 CH CH386463A patent/CH444849A/de unknown
- 1963-03-27 DK DK383864A patent/DK107743C/da active
- 1963-03-27 CH CH276867A patent/CH450403A/de unknown
- 1963-03-27 DK DK384064A patent/DK107744C/da active
- 1963-03-27 SE SE332563A patent/SE311016B/xx unknown
- 1963-03-27 CH CH276967A patent/CH450404A/de unknown
- 1963-03-27 CH CH276767A patent/CH450402A/de unknown
- 1963-03-28 DE DE19631468070 patent/DE1468070A1/de active Pending
1965
- 1965-02-03 SE SE138565A patent/SE314365B/xx unknown
- 1965-02-03 SE SE138665A patent/SE314673B/xx unknown
- 1965-02-03 SE SE138465A patent/SE314364B/xx unknown

Also Published As

Publication number	Publication date
SE311016B (da)	1969-05-27
GB1005026A (en)	1965-09-22
DK107870C (da)	1967-07-17
SE314365B (da)	1969-09-08
CH450403A (de)	1968-01-31
SE314364B (da)	1969-09-08
CH450404A (de)	1968-01-31
DE1468070A1 (de)	1969-04-10
DK107744C (da)	1967-07-03
CH450402A (de)	1968-01-31
DK107743C (da)	1967-07-03
DK107161C (da)	1967-05-01
SE314673B (da)	1969-09-15

Publication	Publication Date	Title
DE1493856B2 (de)	1977-03-17	1-aryloxy-3-(n-alkylamino)-2-propanole, verfahren zu ihrer herstellung und diese verbindungen enthaltende pharmazeutische mittel
CH446289A (de)	1967-11-15	Verfahren zur Herstellung von Alkenderivaten
CH472402A (de)	1969-05-15	Verfahren zur Herstellung neuer heterocyclischer Derivate
DE949105C (de)	1956-09-13	Verfahren zur Herstellung von neuen, fungiciden und protozoociden aromatischen Aminoketonen und deren Salzen
CH311614A (de)	1955-11-30	Verfahren zur Herstellung eines neuen basisch substituierten Fettsäure-(2-halogen-6-methyl-anilids).
CH311615A (de)	1955-11-30	Verfahren zur Herstellung eines neuen basisch substituierten Fettsäure-(2-halogen-6-methyl-anilids).
CH311606A (de)	1955-11-30	Verfahren zur Herstellung eines neuen basisch substituierten Fettsäure-(2-halogen-6-methyl-anilids).
CH311607A (de)	1955-11-30	Verfahren zur Herstellung eines neuen basisch substituierten Fettsäure-(2-halogen-6-methyl-anilids).
CH311613A (de)	1955-11-30	Verfahren zur Herstellung eines neuen basisch substituierten Fettsäure-(2-halogen-6-methyl-anilids).
CH311609A (de)	1955-11-30	Verfahren zur Herstellung eines neuen basisch substituierten Fettsäure-(2-halogen-6-methyl-anilids).
CH444849A (de)	1967-10-15	Verfahren zur Herstellung homocyclischer Verbindungen
CH423810A (de)	1966-11-15	Verfahren zur Herstellung optisch aktiver Naphthalinderivate
CH455822A (de)	1968-05-15	Verfahren zur Herstellung von Triarylalkanderivaten
DE702831C (de)	1941-02-17	Verfahren zur Herstellung von 4-Alkyl-5-oxyalkylthiazolverbindungen
DE670968C (de)	1939-01-28	Verfahren zur Herstellung von 2-Alkylhexahydrobenzothiazolen und 2-Alkylhexahydrobenzoselenazolen
DE922650C (de)	1955-01-20	Verfahren zur Herstellung von Bibenzothiazolabkoemmlingen bzw. deren Salzen
DE926848C (de)	1955-04-25	Verfahren zur Herstellung von Derivaten des Cumarans
AT216485B (de)	1961-07-25	Verfahren zur Herstellung neuer tertiärer Amine
CH311619A (de)	1955-11-30	Verfahren zur Herstellung eines neuen basisch substituierten Fettsäure-(2-halogen-6-methyl-anilids).
CH311629A (de)	1955-11-30	Verfahren zur Herstellung eines neuen basisch substituierten Fettsäure-(2-halogen-6-methyl-anilids).
CH469694A (de)	1969-03-15	Verfahren zur Herstellung von heterocyclischen Aminen
CH481875A (de)	1969-11-30	Verfahren zur Herstellung eines neuen Amins
CH311620A (de)	1955-11-30	Verfahren zur Herstellung eines neuen basisch substituierten Fettsäure-(2-halogen-6-methyl-anilids).
CH311618A (de)	1955-11-30	Verfahren zur Herstellung eines neuen basisch substituierten Fettsäure-(2-halogen-6-methyl-anilids).
CH311639A (de)	1955-11-30	Verfahren zur Herstellung eines neuen basisch substituierten Fettsäure-(2-halogen-6-methyl-anilids).