SU701537A3 - Способ получени нитрилов тиазол2-коричной кислоты - Google Patents

Способ получени нитрилов тиазол2-коричной кислоты

Info

Publication number: SU701537A3
Authority: SU; USSR - Soviet Union
Prior art keywords: cinnamonitriles; preparing thiazole; thiazole; preparing; temperature
Prior art date: 1977-01-26

Application number

SU772558500A

Other languages

English (en)

Inventor

Путтнер Райнхольд

Йоппиен Хартмут

Original Assignee

Шеринг Аг (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.)

1977-01-26

Filing date

1977-12-28

Publication date

1979-11-30

1977-12-28 Application filed by Шеринг Аг (Фирма) filed Critical Шеринг Аг (Фирма)

1979-11-30 Application granted granted Critical

1979-11-30 Publication of SU701537A3 publication Critical patent/SU701537A3/ru

Links

238000000034 method Methods 0.000 title description 3
RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 2
125000005843 halogen group Chemical group 0.000 description 2
230000000749 insecticidal effect Effects 0.000 description 2
WEVYAHXRMPXWCK-UHFFFAOYSA-N acetonitrile Substances CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
-1 alkali metal SALT Chemical class 0.000 description 1
125000004849 alkoxymethyl group Chemical group 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
KMJJJTCKNZYTEY-UHFFFAOYSA-N chloro-diethoxy-sulfanylidene-$l^{5}-phosphane Chemical compound CCOP(Cl)(=S)OCC KMJJJTCKNZYTEY-UHFFFAOYSA-N 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
239000002917 insecticide Substances 0.000 description 1
230000003993 interaction Effects 0.000 description 1
239000000203 mixture Substances 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
239000003960 organic solvent 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
239000002904 solvent Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
- A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/10—Anthelmintics

Landscapes

Life Sciences & Earth Sciences (AREA)
Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
General Health & Medical Sciences (AREA)
Dentistry (AREA)
Environmental Sciences (AREA)
Zoology (AREA)
Wood Science & Technology (AREA)
Engineering & Computer Science (AREA)
Plant Pathology (AREA)
Pest Control & Pesticides (AREA)
Veterinary Medicine (AREA)
Agronomy & Crop Science (AREA)
Public Health (AREA)
Animal Behavior & Ethology (AREA)
Chemical Kinetics & Catalysis (AREA)
Pharmacology & Pharmacy (AREA)
Tropical Medicine & Parasitology (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Medicinal Chemistry (AREA)
General Chemical & Material Sciences (AREA)
Thiazole And Isothizaole Compounds (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Plural Heterocyclic Compounds (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Description

(54) СПОСОБ ПОЛУЧЕНИЯ НИТРИЛОВ ТИАЗОЛ-2-КОРИЧНОЙ

КИСЛОТЫ

где X - фенил, монозамещенный атомом галоге на, низшей алкильной, низшей алкокСИ- , нитро- ИЛИ трифторметильной I группой, ИЛИ дизамещенный атомами галогена,

обладающих инсектицидным действием.

Известен способ получени 4-этоксикарбонил- ИЛИ, (4-этоксикарбонилметил)-2-(диэтокситиофосфорилоксн ) -тиазола взаимодействием соответствующего тиазолин-2-оиа с О,О-диэтилхлортиофосфатом , обладающих инсектицидной активностью 1 .

Целью предлагаемого изобретени вл етс получение соединений, расшир ющих арсенал веществ со свойствами инсектицида.

ИЛИ его СОЛЬ щелочного металла

подвергают взаимодействию с бензоилхлоридом общей формулы Щ

х-с-се,

14

где X имеет вышеуказанные значени ,

при температуре от комнатной до 150°С.

При применении 4-фенш1тиазол-2-ацетонитрила реакцию обычно провод т путем нагревани смеси реакционных компонентов без растворител ИЛИ в органическом растворителе, например о-дихлорбензол, при температуре от 100 до 150°С, предпочтительно 130- 150°С.

В случае больших количеств бензоилхлорид формулы Ш предпочтительно прикапывают к

SU772558500A 1977-01-26 1977-12-28 Способ получени нитрилов тиазол2-коричной кислоты SU701537A3 (ru)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE2703542A DE2703542C2 (de)	1977-01-26	1977-01-26	Thiazolylzimtsäurenitrile, Insektenbekämpfungsmittel enthaltend diese Verbindungen sowie Verfahren zu ihrer Herstellung

Publications (1)

Publication Number	Publication Date
SU701537A3 true SU701537A3 (ru)	1979-11-30

Family

ID=5999804

Family Applications (2)

Application Number	Title	Priority Date	Filing Date
SU772547902A SU691062A3 (ru)	1977-01-26	1977-11-30	Инсектицидное средство
SU772558500A SU701537A3 (ru)	1977-01-26	1977-12-28	Способ получени нитрилов тиазол2-коричной кислоты

Family Applications Before (1)

Application Number	Title	Priority Date	Filing Date
SU772547902A SU691062A3 (ru)	1977-01-26	1977-11-30	Инсектицидное средство

Country Status (38)

Country	Link
US (1)	US4153705A (ru)
JP (1)	JPS6011907B2 (ru)
AR (1)	AR218889A1 (ru)
AT (1)	AT357372B (ru)
AU (1)	AU515360B2 (ru)
BE (1)	BE863349A (ru)
BG (1)	BG32713A3 (ru)
BR (1)	BR7800034A (ru)
CA (1)	CA1091237A (ru)
CH (1)	CH635330A5 (ru)
CS (1)	CS194696B2 (ru)
DD (1)	DD134715A5 (ru)
DE (1)	DE2703542C2 (ru)
DK (1)	DK149123C (ru)
EG (1)	EG12936A (ru)
ES (1)	ES465771A1 (ru)
FI (1)	FI66606C (ru)
FR (1)	FR2378772A1 (ru)
GB (1)	GB1598142A (ru)
GR (1)	GR72112B (ru)
HU (1)	HU180532B (ru)
IE (1)	IE46545B1 (ru)
IL (1)	IL53722A (ru)
IN (1)	IN147347B (ru)
IT (1)	IT1089085B (ru)
LU (1)	LU78920A1 (ru)
MX (1)	MX5045E (ru)
NL (1)	NL7712959A (ru)
NZ (1)	NZ186018A (ru)
PH (1)	PH14914A (ru)
PL (1)	PL106889B1 (ru)
PT (1)	PT67442B (ru)
RO (1)	RO73305A (ru)
SE (1)	SE434155B (ru)
SU (2)	SU691062A3 (ru)
TR (1)	TR20150A (ru)
YU (1)	YU39590B (ru)
ZA (1)	ZA78474B (ru)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2920182A1 (de)	1979-05-17	1981-04-09	Schering Ag, 1000 Berlin Und 4619 Bergkamen	Salze von thiazolyliden-oxo-propionitrilen, insektizide mittel enthaltend diese salze sowie verfahren zu ihrer herstellung
DE2920183A1 (de) *	1979-05-17	1981-04-30	Schering Ag Berlin Und Bergkamen, 1000 Berlin	Thiazolyliden-oxo-propionitrile, insektizide mittel enthaltend diese verbindungen sowie verfahren zu ihrer herstellung
US4626543A (en) *	1985-02-01	1986-12-02	Shell Oil Company	Insecticidal 2,6-difluorobenzoyl derivatives of 4-substituted-1,3-thiazole-2-acetonitriles
US5196451A (en) *	1987-12-14	1993-03-23	National Research Development Corporation	Avian control
CA2060491C (en) *	1992-01-30	2002-12-17	David W. Stanley-Samuelson	Compositions and method for modulating eicosanoid mediated immune responses in invertebrates
JP3404558B2 (ja) *	1994-04-28	2003-05-12	ケイ・アイ化成株式会社	水中付着生物防汚剤
US5494014A (en) *	1994-10-24	1996-02-27	Lobb; David R.	Rotary internal combustion engine
AU5514896A (en) *	1995-04-27	1996-11-18	Nissan Chemical Industries Ltd.	Oxopropionitrile derivatives and insect rest control agents
JP4883311B2 (ja) *	1996-04-25	2012-02-22	日産化学工業株式会社	エチレン誘導体および有害生物防除剤
AU736854B2 (en)	1996-04-25	2001-08-02	Nissan Chemical Industries Ltd.	Ethylene derivatives and pesticides containing said derivatives
AU750346B2 (en) *	1998-09-17	2002-07-18	Nippon Soda Co., Ltd.	Thiazolylcinnamonitriles and pest controlling agents
KR20010108050A (ko)	1998-12-25	2001-12-07	도쿠시마 히데이치	아크릴로니트릴 화합물
WO2001047903A1 (en) *	1999-12-27	2001-07-05	Nippon Soda Co., Ltd.	Thiazolylcinnamonitrile compounds and insecticides and miticides
WO2001068589A1 (fr) *	2000-03-17	2001-09-20	Nippon Soda Co.,Ltd.	Composes acrylonitrile et agents pesticides

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3390148A (en) *	1965-07-28	1968-06-25	Pfizer & Co C	Novel thiazine and thiazoline anthelmintic agents
GB1192701A (en) *	1968-03-22	1970-05-20	Ici Ltd	Novel Thiazole Derivatives, the preparation thereof and Compositions containing the same
GB1308028A (en) *	1970-06-12	1973-02-21	Science Union & Cie	Thiazolylbenzoic acid derivatives and a process for their manufactur
US3637707A (en) *	1970-11-24	1972-01-25	Pfizer	2-(substituted) 2-thiazolines for the control of rice blast

1977
- 1977-01-26 DE DE2703542A patent/DE2703542C2/de not_active Expired
- 1977-11-21 YU YU2761/77A patent/YU39590B/xx unknown
- 1977-11-24 NL NL7712959A patent/NL7712959A/xx not_active Application Discontinuation
- 1977-11-30 SU SU772547902A patent/SU691062A3/ru active
- 1977-12-02 CS CS778036A patent/CS194696B2/cs unknown
- 1977-12-06 BG BG037968A patent/BG32713A3/xx unknown
- 1977-12-19 IN IN484/DEL/77A patent/IN147347B/en unknown
- 1977-12-19 NZ NZ186018A patent/NZ186018A/xx unknown
- 1977-12-22 AR AR270483A patent/AR218889A1/es active
- 1977-12-22 PT PT67442A patent/PT67442B/pt unknown
- 1977-12-23 FI FI773921A patent/FI66606C/fi not_active IP Right Cessation
- 1977-12-27 IT IT31272/77A patent/IT1089085B/it active
- 1977-12-28 SU SU772558500A patent/SU701537A3/ru active
- 1977-12-30 IL IL53722A patent/IL53722A/xx unknown
1978
- 1978-01-04 BR BR7800034A patent/BR7800034A/pt unknown
- 1978-01-04 ES ES465771A patent/ES465771A1/es not_active Expired
- 1978-01-06 MX MX786758U patent/MX5045E/es unknown
- 1978-01-09 GB GB719/78A patent/GB1598142A/en not_active Expired
- 1978-01-12 US US05/869,001 patent/US4153705A/en not_active Expired - Lifetime
- 1978-01-12 PH PH20648A patent/PH14914A/en unknown
- 1978-01-13 IE IE68/78A patent/IE46545B1/en unknown
- 1978-01-16 TR TR20150A patent/TR20150A/xx unknown
- 1978-01-19 AU AU32547/78A patent/AU515360B2/en not_active Expired
- 1978-01-20 LU LU78920A patent/LU78920A1/de unknown
- 1978-01-23 RO RO7892991A patent/RO73305A/ro unknown
- 1978-01-24 CH CH74678A patent/CH635330A5/de not_active IP Right Cessation
- 1978-01-24 DD DD78203379A patent/DD134715A5/xx unknown
- 1978-01-24 PL PL1978204181A patent/PL106889B1/pl unknown
- 1978-01-24 EG EG39/78A patent/EG12936A/xx active
- 1978-01-25 HU HU78SCHE636A patent/HU180532B/hu unknown
- 1978-01-25 SE SE7800913A patent/SE434155B/sv not_active IP Right Cessation
- 1978-01-25 CA CA295,611A patent/CA1091237A/en not_active Expired
- 1978-01-25 GR GR55275A patent/GR72112B/el unknown
- 1978-01-25 AT AT53978A patent/AT357372B/de not_active IP Right Cessation
- 1978-01-26 FR FR7802159A patent/FR2378772A1/fr active Granted
- 1978-01-26 ZA ZA00780474A patent/ZA78474B/xx unknown
- 1978-01-26 DK DK38878A patent/DK149123C/da not_active IP Right Cessation
- 1978-01-26 BE BE184656A patent/BE863349A/xx not_active IP Right Cessation
- 1978-01-26 JP JP53007815A patent/JPS6011907B2/ja not_active Expired

Also Published As

Publication number	Publication date
CS194696B2 (en)	1979-12-31
TR20150A (tr)	1980-09-26
SE7800913L (sv)	1978-07-27
HU180532B (en)	1983-03-28
DK149123C (da)	1986-07-07
YU39590B (en)	1985-03-20
GR72112B (ru)	1983-09-14
PL204181A1 (pl)	1978-07-31
IE780068L (en)	1978-07-26
FI773921A7 (fi)	1978-07-27
DK38878A (da)	1978-07-27
IL53722A0 (ru)	1978-03-10
AT357372B (de)	1980-07-10
CA1091237A (en)	1980-12-09
NZ186018A (en)	1979-12-11
ATA53978A (de)	1979-11-15
LU78920A1 (de)	1978-06-09
CH635330A5 (de)	1983-03-31
DE2703542C2 (de)	1985-09-26
AU3254778A (en)	1979-07-26
IN147347B (ru)	1980-02-09
FR2378772A1 (fr)	1978-08-25
FI66606C (fi)	1984-11-12
BR7800034A (pt)	1978-08-15
DK149123B (da)	1986-02-03
PL106889B1 (pl)	1980-01-31
MX5045E (es)	1983-03-01
US4153705A (en)	1979-05-08
ZA78474B (en)	1978-12-27
RO73305A (ro)	1981-06-26
IT1089085B (it)	1985-06-10
EG12936A (en)	1980-07-31
BG32713A3 (bg)	1982-09-15
SU691062A3 (ru)	1979-10-05
SE434155B (sv)	1984-07-09
ES465771A1 (es)	1978-09-16
JPS5392769A (en)	1978-08-15
AU515360B2 (en)	1981-04-02
JPS6011907B2 (ja)	1985-03-28
AR218889A1 (es)	1980-07-15
YU276177A (en)	1983-01-21
IL53722A (en)	1981-05-20
PH14914A (en)	1982-01-29
GB1598142A (en)	1981-09-16
IE46545B1 (en)	1983-07-13
PT67442A (de)	1978-01-01
FR2378772B1 (ru)	1983-02-11
DD134715A5 (de)	1979-03-21
DE2703542A1 (de)	1978-07-27
NL7712959A (nl)	1978-07-28
BE863349A (fr)	1978-07-26
PT67442B (de)	1979-05-23
FI66606B (fi)	1984-07-31

Publication	Publication Date	Title
SU701537A3 (ru)	1979-11-30	Способ получени нитрилов тиазол2-коричной кислоты
DE68928783T2 (de)	1998-12-24	Zwischenverbindungen zur Herstellung von Fungiziden
JPH01121287A (ja)	1989-05-12	イミダゾリン類及び殺虫剤
RU93045144A (ru)	1995-12-27	Новые гербициды, способ их получения, композиция, способ борьбы с сорняками
GB1411213A (en)	1975-10-22	1,3-dithiolo-4,5-6- quinoxalines process for their preparation and their use as insecticides acaricides and fungicides
NL8005354A (nl)	1981-04-07	Nieuwe heterocyclische verbindingen, werkwijzen ter bereiding ervan alsmede acaricide preparaten.
GB1340824A (en)	1973-12-19	Benzthiazolones a process for their preparation and their use as insecticides acaricides and fungicides
DE69211101T2 (de)	1996-10-10	Alpha-Methylen-2-Vinyl-Phenylessigsäurederivate, Verfahren zu deren Herstellung und ihre Anwendung als Pestizide
GB1420185A (en)	1976-01-07	Nitrile-substituted o-ethyl-s-n-propyl-o-vinylthionothiol phosphoric acid esters a process for their preparation and their use as insecticides or acaraicides
US2843520A (en)	1958-07-15	Products and process
GB1329775A (en)	1973-09-12	1-phenyl-2-cyano-2-methylvinyl-thionophosphoric phosphonic acid esters processes for their preparation and their use as insecticides and acaricides
GB1255443A (en)	1971-12-01	Boron derivatives
CS224622B2 (en)	1984-01-16	Microbicide
US2507337A (en)	1950-05-09	1, 5-dialkyl tetrazoles and preparation thereof
US3219680A (en)	1965-11-23	Thiolfluoroformates and method for their preparation
US2776989A (en)	1957-01-08	Process of preparing alpha-dichloromethyl benzhydrol esters
GB1033265A (en)	1966-06-22	Cyano-phenyl ester derivatives of thio phosphorus acids
GB1363758A (en)	1974-08-14	Process for the production of 1,2,4-oxa-diazoles and novel 1,2,4- oxadiazoles
GB1313247A (en)	1973-04-11	Thiono- phosphoric -phosphonic- acid esters a process for their preparation and their use as insecticides and acaricides
JPS5843962A (ja)	1983-03-14	１−（トリハロゲンメチル−スルフエニル）−４−アリ−ル−１，２，４−トリアゾリジン−５−オン及び該化合物を含有する殺菌剤
JPS61275271A (ja)	1986-12-05	１，２，４−オキサ（チア）ジアゾリン誘導体、その製造方法，殺虫剤及び農園芸用殺菌剤
US2975186A (en)	1961-03-14	Certain haloalkylolamino pyridines
KR890001978A (ko)	1989-04-07	치환된 3-아릴피롤
KR920000740A (ko)	1992-01-29	사이클로알킬- 치환된 티아디아졸릴옥시아세트아미드
JPH0688986B2 (ja)	1994-11-09	ハロイソチアゾロンの製造方法