DD153685A5 - Verfahren zur herstellung von acylkarbamiden - Google Patents

Verfahren zur herstellung von acylkarbamiden Download PDF

Info

Publication number: DD153685A5
Authority: DD; German Democratic Republic
Prior art keywords: mol; general formula; abs; deep; carbamide
Prior art date: 1979-10-19

Application number

DD80224651A

Other languages

German (de)

English (en)

Inventor

Laszlo Toeke

Istvan Bitter

Eva Karpati

Todor Pfliegel

Original Assignee

Chinoin Gyogyszer Es Vegyeszet

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.)

1979-10-19

Filing date

1980-10-20

Publication date

1982-01-27

1980-10-20 Application filed by Chinoin Gyogyszer Es Vegyeszet filed Critical Chinoin Gyogyszer Es Vegyeszet

1982-01-27 Publication of DD153685A5 publication Critical patent/DD153685A5/de

Links

238000000034 method Methods 0.000 title claims abstract description 6
238000002360 preparation method Methods 0.000 title claims abstract description 4
150000003672 ureas Chemical class 0.000 title description 2
239000004202 carbamide Substances 0.000 claims abstract description 13
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract description 10
235000013877 carbamide Nutrition 0.000 claims abstract description 8
239000003960 organic solvent Substances 0.000 claims abstract description 4
NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims abstract description 3
229910052736 halogen Inorganic materials 0.000 claims abstract description 3
150000002367 halogens Chemical class 0.000 claims abstract description 3
125000003107 substituted aryl group Chemical group 0.000 claims abstract description 3
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract 2
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims abstract 2
229910052801 chlorine Inorganic materials 0.000 claims abstract 2
239000000460 chlorine Substances 0.000 claims abstract 2
229910052731 fluorine Inorganic materials 0.000 claims abstract 2
239000011737 fluorine Substances 0.000 claims abstract 2
150000001875 compounds Chemical class 0.000 claims description 11
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 15
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 13
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 12
JBLIDPPHFGWTKU-UHFFFAOYSA-N 2,6-dichlorobenzoyl chloride Chemical compound ClC(=O)C1=C(Cl)C=CC=C1Cl JBLIDPPHFGWTKU-UHFFFAOYSA-N 0.000 description 10
-1 acyl carbamides Chemical class 0.000 description 8
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 4
239000002253 acid Substances 0.000 description 4
238000002844 melting Methods 0.000 description 4
230000008018 melting Effects 0.000 description 4
XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 4
239000011541 reaction mixture Substances 0.000 description 4
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-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
150000008064 anhydrides Chemical class 0.000 description 3
PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 3
239000002904 solvent Substances 0.000 description 3
150000003512 tertiary amines Chemical class 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 description 2
125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
230000010933 acylation Effects 0.000 description 2
238000005917 acylation reaction Methods 0.000 description 2
239000011230 binding agent Substances 0.000 description 2
238000009835 boiling Methods 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
239000012948 isocyanate Substances 0.000 description 2
125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 2
230000035484 reaction time Effects 0.000 description 2
YGARWFJIRLUUNE-UHFFFAOYSA-N 1,3-difluoro-2-(trichloromethyl)benzene Chemical compound FC1=CC=CC(F)=C1C(Cl)(Cl)Cl YGARWFJIRLUUNE-UHFFFAOYSA-N 0.000 description 1
ONOTYLMNTZNAQZ-UHFFFAOYSA-N 2,6-difluorobenzoic acid Chemical compound OC(=O)C1=C(F)C=CC=C1F ONOTYLMNTZNAQZ-UHFFFAOYSA-N 0.000 description 1
QRHUZEVERIHEPT-UHFFFAOYSA-N 2,6-difluorobenzoyl chloride Chemical compound FC1=CC=CC(F)=C1C(Cl)=O QRHUZEVERIHEPT-UHFFFAOYSA-N 0.000 description 1
125000006512 3,4-dichlorobenzyl group Chemical group [H]C1=C(Cl)C(Cl)=C([H])C(=C1[H])C([H])([H])* 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
SMGXGNOGSKVKSV-UHFFFAOYSA-N ClP(Cl)(Cl)=O.OC(=O)C1=CC=CC(F)=C1F Chemical compound ClP(Cl)(Cl)=O.OC(=O)C1=CC=CC(F)=C1F SMGXGNOGSKVKSV-UHFFFAOYSA-N 0.000 description 1
OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
150000004982 aromatic amines Chemical class 0.000 description 1
150000001805 chlorine compounds Chemical class 0.000 description 1
HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 1
238000001816 cooling Methods 0.000 description 1
125000003963 dichloro group Chemical group Cl* 0.000 description 1
229960003750 ethyl chloride Drugs 0.000 description 1
230000000749 insecticidal effect Effects 0.000 description 1
239000002917 insecticide Substances 0.000 description 1
238000002955 isolation Methods 0.000 description 1
239000000203 mixture Substances 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
239000007858 starting material Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000000725 suspension Substances 0.000 description 1
238000005406 washing Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C273/00—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C273/18—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas
- C07C273/1854—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas by reactions not involving the formation of the N-C(O)-N- moiety
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/34—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the groups, e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products

Landscapes

Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
General Health & Medical Sciences (AREA)
Pest Control & Pesticides (AREA)
Plant Pathology (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Dentistry (AREA)
Agronomy & Crop Science (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

DD80224651A 1979-10-19 1980-10-20 Verfahren zur herstellung von acylkarbamiden DD153685A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
HU79CI1977A HU184062B (en)	1979-10-19	1979-10-19	Process for producing substituted acyl urea

Publications (1)

Publication Number	Publication Date
DD153685A5 true DD153685A5 (de)	1982-01-27

Family

ID=10994768

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD80224651A DD153685A5 (de)	1979-10-19	1980-10-20	Verfahren zur herstellung von acylkarbamiden

Country Status (10)

Country	Link
US (1)	US4355178A (cs)
JP (1)	JPS56115761A (cs)
CH (1)	CH645882A5 (cs)
CS (1)	CS215075B2 (cs)
DD (1)	DD153685A5 (cs)
DE (1)	DE3039069A1 (cs)
HU (1)	HU184062B (cs)
NL (1)	NL8005588A (cs)
PL (1)	PL128299B1 (cs)
YU (1)	YU43123B (cs)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4880838A (en) *	1982-06-30	1989-11-14	Rhone-Poulenc	Pesticidal 1-(4-Phenoxyphenyl)-5-Benzoyl urea compounds and process for preparation
EP0116729B1 (en) *	1983-01-24	1988-10-12	Duphar International Research B.V	Benzoylurea compounds and pesticidal compositions comprisingsame
JPS63224420A (ja) *	1987-03-13	1988-09-19	Nec Corp	携帯用呼出ベル
GB8829817D0 (en) *	1988-12-21	1989-02-15	Shell Int Research	Benzamide compounds,their preparation and their use as pesticides
KR960000860A (ko) *	1994-06-03	1996-01-25	이진우	페닐 벤조일 우레아 유도체

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3110728A (en) *	1960-07-29	1963-11-12	Dainippon Pharmaceutical Co	Nu-phenylacetyl-n'-acylureas
US3129246A (en) *	1961-06-23	1964-04-14	Dow Chemical Co	3, 5-dinitrobenzoylureas
FR1392499A (fr) *	1963-10-25	1965-03-19	Pechiney Progil Sa	Nouveaux produits herbicides dérivés de l'urée
BE664781A (cs) *	1964-06-01
US3526656A (en) *	1967-05-25	1970-09-01	Parke Davis & Co	(1-arylcyclobutyl)carbonyl carbamic acid derivatives
US3499000A (en) *	1967-08-04	1970-03-03	American Home Prod	1,3-disubstituted-delta**2-1,2,4-triazolin-5-one-4-acetic acids
CH520660A (de) *	1969-02-14	1972-03-31	Ciba Geigy Ag	Verfahren zur Herstellung neuer acylierter Harnstoffe und deren Verwendung zur Bekämpfung von Unkräutern und Ungräsern
DE2131034A1 (de) *	1971-06-23	1973-01-11	Hoechst Ag	Acylharnstoffe und verfahren zu ihrer herstellung
ES465882A1 (es) *	1977-01-12	1979-01-01	Ciba Geigy	Procedimiento para la preparacion de carbimido-carbonil fe- nil formamidinas

1979
- 1979-10-19 HU HU79CI1977A patent/HU184062B/hu not_active IP Right Cessation
1980
- 1980-10-09 NL NL8005588A patent/NL8005588A/nl not_active Application Discontinuation
- 1980-10-10 YU YU2596/80A patent/YU43123B/xx unknown
- 1980-10-16 DE DE19803039069 patent/DE3039069A1/de not_active Withdrawn
- 1980-10-16 CS CS807010A patent/CS215075B2/cs unknown
- 1980-10-17 PL PL1980227357A patent/PL128299B1/pl unknown
- 1980-10-17 JP JP14457380A patent/JPS56115761A/ja active Pending
- 1980-10-17 CH CH779080A patent/CH645882A5/de not_active IP Right Cessation
- 1980-10-17 US US06/198,050 patent/US4355178A/en not_active Expired - Lifetime
- 1980-10-20 DD DD80224651A patent/DD153685A5/de not_active IP Right Cessation

Also Published As

Publication number	Publication date
PL128299B1 (en)	1984-01-31
YU259680A (en)	1983-01-21
US4355178A (en)	1982-10-19
HU184062B (en)	1984-06-28
CH645882A5 (de)	1984-10-31
CS215075B2 (en)	1982-07-30
JPS56115761A (en)	1981-09-11
DE3039069A1 (de)	1981-04-30
PL227357A1 (cs)	1981-07-10
YU43123B (en)	1989-04-30
NL8005588A (nl)	1981-04-22

Legal Events

Date	Code	Title	Description
1995-08-31	ENJ	Ceased due to non-payment of renewal fee

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DE2661042C2 (cs)	1989-11-09
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DE3688004T2 (de)	1993-06-24	Verfahren zur herstellung herbizider 2-(4,4-disubstituierter-5-oxo-2-imidazolin-2yl)benzoesaeuren, -nicotinsaeuren und chinolin-3-carbonsaeuren, ester und salze.
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DE69427827T2 (de)	2002-04-11	Verfahren zur Herstellung von Sulfonylharnstoffderivaten und Zwischenprodukte für dieses Verfahren
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DE2627709C2 (de)	1983-01-05	Malonsäure-pentachlorphenylester und deren Herstellung
EP0257295B1 (de)	1990-08-29	(Z)-2-Cyan-2-oximino-acetyl-chloride sowie ein Verfahren zu ihrer Herstellung
DE2041733A1 (de)	1972-02-24	Sulfonyl-2-(arylhydrazino)-2-imidazoline,Verfahren zu ihrer Herstellung und ihre Verwendung als Ektoparasitizide
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DE2214488C3 (de)	1980-11-06	Verfahren zur Herstellung 1-substituierter 4-AminopyiTolin-3-one(2)
DE4429978A1 (de)	1996-02-29	Verfahren zur Herstellung von Chinazolin-2,4-dionen
DE3638631A1 (de)	1988-05-26	Pyrazoline, ihre herstellung und ihre verwendung als mittel mit insektizider und akarizider wirkung
DE68919950T2 (de)	1995-06-22	S-(N-Alkoxycarbonyl, N-substituierte)aminomethylisothioharnstoff-Derivat.
DE1288589B (de)	1969-02-06	N-(2-Chlor-5-trifluormethylphenyl)-N'-methylharnstoff und Verfahren zu dessen Herstellung
DE69425851T2 (de)	2001-04-12	N-Polyhalobenzyl-Pyrazolcarboxamide mit akarizider und insektizider Aktivität
EP0091593A1 (de)	1983-10-19	N-Pteridinylharnstoffe, ihre Herstellung und Verwendung
AT165072B (de)	1950-01-10	Verfahren zur Herstellung von neuen Pyridiniumverbindungen
DE1568641C3 (cs)	1974-12-05
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