GB1397089A - Preparation of benzothiazoles - Google Patents
Preparation of benzothiazolesInfo
- Publication number
- GB1397089A GB1397089A GB5568472A GB5568472A GB1397089A GB 1397089 A GB1397089 A GB 1397089A GB 5568472 A GB5568472 A GB 5568472A GB 5568472 A GB5568472 A GB 5568472A GB 1397089 A GB1397089 A GB 1397089A
- Authority
- GB
- United Kingdom
- Prior art keywords
- diazotization
- chloro
- solvent
- oxobenzo
- thiazoline
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/68—Benzothiazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
-
- 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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing heterocyclic radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
1397089 4-Chloro-2-oxobenzothiazoline preparation BOOTS CO Ltd 28 Nov 1973 [1 Dec 1972] 55684/72 Heading C2C 4-Chloro-2-oxobenzo-[1,3]-thiazoline (or 4- chloro-2-hydroxybenz-[1,3]-thiazole) is prepared by diazotizing 2-amino-4-chlorobenzothiazole hydrohalide in the presence of a halogenated aliphatic hydrocarbon solvent in which the major products of the diazotization are soluble to the extent of at least 10% w/v at 20 C, and hydrolysing the product. The solvent is preferably a chlorinated hyrocarbon such as ethylene dichloride, methylene chloride, chloroform, carbon tetrachloride, tetrachloroethane, triohloroethylene, perchloroethylene, 1,1,1-trichloroethane or ethylene dibromide. The diazotization is preferably conducted in HCl and/or CH 3 COOH and hydrolysis with a mineral acid, e.g. HCl. The starting material is preferably obtained by cyclizing N-2-chlorophenylthiourea in the same solvent as used for the diazotization and subjecting the product, without isolation, to diazotization. Compounds of the general formula where B is a carboxyl group or the salt, ester, amide or nitrile thereof, are obtained by reacting 4 - chloro - 2 - oxobenzo - [1,3] - thiazoline with ACH 2 B or R 1 OCH 2 CN where A is a halogen atom and R 1 is alkanesulphonyl or arenesulphonyl.
Priority Applications (22)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB5568472A GB1397089A (en) | 1972-12-01 | 1972-12-01 | Preparation of benzothiazoles |
NL7315862A NL7315862A (en) | 1972-12-01 | 1973-11-20 | |
IE2116/73A IE39320B1 (en) | 1972-12-01 | 1973-11-21 | Preparation of benzothiazoles |
ZA738920A ZA738920B (en) | 1972-12-01 | 1973-11-22 | Preparation of benzothiazoles |
IL43690A IL43690A (en) | 1972-12-01 | 1973-11-23 | Preparation of 4-chloro-2-hydroxybenzothiazole |
US418733A US3888871A (en) | 1972-12-01 | 1973-11-23 | Process for the preparation of 4-chloro-2-hydroxybenzothiazole |
CS8171A CS175468B2 (en) | 1972-12-01 | 1973-11-27 | |
BE138215A BE807856A (en) | 1972-12-01 | 1973-11-27 | PROCESS FOR THE PREPARATION OF 4-CHLORO-2- HYDROXYBENZOTHIAZOLE |
AU63005/73A AU473940B2 (en) | 1972-12-01 | 1973-11-28 | Preparation of benzothiazoles |
AT997673A AT331240B (en) | 1972-12-01 | 1973-11-28 | PROCESS FOR THE PREPARATION OF 4-CHLORO-2-HYDROXYBENZOTHIAZOLE |
CA186,985A CA1023749A (en) | 1972-12-01 | 1973-11-29 | Preparation of benzothiazoles |
PL1973166924A PL89548B1 (en) | 1972-12-01 | 1973-11-29 | |
IT7353972A IT1000168B (en) | 1972-12-01 | 1973-11-29 | PROCEDURE FOR PRODUCING 4 CHLORINE 2 HYDROXYBENZOTHIAZOLE AND ITS ESTERS AND SALTS |
FR7342591A FR2208907B1 (en) | 1972-12-01 | 1973-11-29 | |
CH1687473A CH587259A5 (en) | 1972-12-01 | 1973-11-30 | |
NO4587/73A NO140102C (en) | 1972-12-01 | 1973-11-30 | PROCEDURE FOR THE PREPARATION OF 4-CHLORO-2-HYDROXYBENZO-THIAZOLE, AND CORRESPONDING PRODUCTS SUBSTITUTED IN 3-POSITION |
FI3690/73A FI56004C (en) | 1972-12-01 | 1973-11-30 | SAAT ATT FRAMSTAELLA 4-CHLORO-2-HYDROXI-BENZOZIAZOLE FOR MOTOR VARIABLE SUBSTITUTES IN 3-STAGE |
SE7316243A SE415098B (en) | 1972-12-01 | 1973-11-30 | PROCEDURE FOR PREPARING BENZOTIAZOLES |
LU68895A LU68895A1 (en) | 1972-12-01 | 1973-11-30 | |
ES420999A ES420999A1 (en) | 1972-12-01 | 1973-11-30 | Process for the preparation of 4-chloro-2-hydroxybenzothiazole |
JP48134828A JPS5824437B2 (en) | 1972-12-01 | 1973-12-01 | 4-Chlor-2-hydroxybenzothiazole |
DE2360202A DE2360202C2 (en) | 1972-12-01 | 1973-12-03 | Process for the preparation of 4-chloro-benzothiazole compounds |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB5568472A GB1397089A (en) | 1972-12-01 | 1972-12-01 | Preparation of benzothiazoles |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1397089A true GB1397089A (en) | 1975-06-11 |
Family
ID=10474584
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB5568472A Expired GB1397089A (en) | 1972-12-01 | 1972-12-01 | Preparation of benzothiazoles |
Country Status (22)
Country | Link |
---|---|
US (1) | US3888871A (en) |
JP (1) | JPS5824437B2 (en) |
AT (1) | AT331240B (en) |
AU (1) | AU473940B2 (en) |
BE (1) | BE807856A (en) |
CA (1) | CA1023749A (en) |
CH (1) | CH587259A5 (en) |
CS (1) | CS175468B2 (en) |
DE (1) | DE2360202C2 (en) |
ES (1) | ES420999A1 (en) |
FI (1) | FI56004C (en) |
FR (1) | FR2208907B1 (en) |
GB (1) | GB1397089A (en) |
IE (1) | IE39320B1 (en) |
IL (1) | IL43690A (en) |
IT (1) | IT1000168B (en) |
LU (1) | LU68895A1 (en) |
NL (1) | NL7315862A (en) |
NO (1) | NO140102C (en) |
PL (1) | PL89548B1 (en) |
SE (1) | SE415098B (en) |
ZA (1) | ZA738920B (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4313930A1 (en) * | 1993-04-28 | 1994-11-03 | Hoechst Ag | Process for the preparation of 2 (3H) -benzothiazoles |
CN104122341B (en) * | 2014-04-30 | 2015-10-28 | 河南省农业科学院农业质量标准与检测技术研究所 | The detection method of benazolin acetic acid in a kind of plant-derived food |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB966496A (en) * | 1962-05-15 | 1964-08-12 | Boots Pure Drug Co Ltd | 2,4-dichlorobenzothiazole and its use in the preparation of benzothiazoles |
-
1972
- 1972-12-01 GB GB5568472A patent/GB1397089A/en not_active Expired
-
1973
- 1973-11-20 NL NL7315862A patent/NL7315862A/xx not_active Application Discontinuation
- 1973-11-21 IE IE2116/73A patent/IE39320B1/en unknown
- 1973-11-22 ZA ZA738920A patent/ZA738920B/en unknown
- 1973-11-23 IL IL43690A patent/IL43690A/en unknown
- 1973-11-23 US US418733A patent/US3888871A/en not_active Expired - Lifetime
- 1973-11-27 CS CS8171A patent/CS175468B2/cs unknown
- 1973-11-27 BE BE138215A patent/BE807856A/en unknown
- 1973-11-28 AU AU63005/73A patent/AU473940B2/en not_active Expired
- 1973-11-28 AT AT997673A patent/AT331240B/en not_active IP Right Cessation
- 1973-11-29 CA CA186,985A patent/CA1023749A/en not_active Expired
- 1973-11-29 FR FR7342591A patent/FR2208907B1/fr not_active Expired
- 1973-11-29 IT IT7353972A patent/IT1000168B/en active
- 1973-11-29 PL PL1973166924A patent/PL89548B1/pl unknown
- 1973-11-30 SE SE7316243A patent/SE415098B/en unknown
- 1973-11-30 ES ES420999A patent/ES420999A1/en not_active Expired
- 1973-11-30 LU LU68895A patent/LU68895A1/xx unknown
- 1973-11-30 FI FI3690/73A patent/FI56004C/en active
- 1973-11-30 NO NO4587/73A patent/NO140102C/en unknown
- 1973-11-30 CH CH1687473A patent/CH587259A5/xx not_active IP Right Cessation
- 1973-12-01 JP JP48134828A patent/JPS5824437B2/en not_active Expired
- 1973-12-03 DE DE2360202A patent/DE2360202C2/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
JPS4986364A (en) | 1974-08-19 |
LU68895A1 (en) | 1974-02-11 |
IL43690A0 (en) | 1974-03-14 |
CH587259A5 (en) | 1977-04-29 |
US3888871A (en) | 1975-06-10 |
CS175468B2 (en) | 1977-05-31 |
AT331240B (en) | 1976-08-10 |
ATA997673A (en) | 1975-11-15 |
DE2360202C2 (en) | 1983-11-24 |
PL89548B1 (en) | 1976-11-30 |
FI56004C (en) | 1979-11-12 |
IE39320B1 (en) | 1978-09-13 |
SE415098B (en) | 1980-09-08 |
FR2208907A1 (en) | 1974-06-28 |
FR2208907B1 (en) | 1976-10-08 |
IE39320L (en) | 1974-06-01 |
AU473940B2 (en) | 1976-07-08 |
CA1023749A (en) | 1978-01-03 |
ZA738920B (en) | 1974-10-30 |
IL43690A (en) | 1976-02-29 |
NL7315862A (en) | 1974-06-05 |
BE807856A (en) | 1974-05-27 |
IT1000168B (en) | 1976-03-30 |
NO140102B (en) | 1979-03-26 |
FI56004B (en) | 1979-07-31 |
DE2360202A1 (en) | 1974-06-06 |
ES420999A1 (en) | 1976-04-01 |
AU6300573A (en) | 1975-05-29 |
NO140102C (en) | 1979-07-11 |
JPS5824437B2 (en) | 1983-05-20 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
732 | Registration of transactions, instruments or events in the register (sect. 32/1977) | ||
PCNP | Patent ceased through non-payment of renewal fee |