GB1303711A - - Google Patents
Info
- Publication number
- GB1303711A GB1303711A GB731470A GB731470A GB1303711A GB 1303711 A GB1303711 A GB 1303711A GB 731470 A GB731470 A GB 731470A GB 731470 A GB731470 A GB 731470A GB 1303711 A GB1303711 A GB 1303711A
- Authority
- GB
- United Kingdom
- Prior art keywords
- prepared
- aniline
- nitro
- chloro
- alkyl
- 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
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/14—Thiadiazoles; Hydrogenated thiadiazoles condensed with carbocyclic rings or ring systems
Abstract
1303711 Benzothiadiazoles PHILIPS GLOEILAMPENFABRIEKEN NV 16 Feb 1970 [19 Feb 1969] 7314/70 Heading C2C [Also in Divisions A5 and Cl] Compounds of formula wherein X is the group -OCHR 1 COOR, in which R 1 is hydrogen or C 1-3 alkyl and R is hydrogen or C 1-10 alkyl, Y is chlorine or bromine, n is 0, 1, 2 or 3 and Z is hydrogen or C 1-3 -alkyl, are prepared by (a) etherification, (b) halogenation or (c) ester hydrolysis. The products have herbicidal, pesticidal and plant growth regulant activity (see Division A5). 6 - Hydroxy - benzothiadiazole starting materials are prepared by hydrolysis of their methyl ethers. 6 - Methoxy - benzothiadiazoles are prepared by (a) replacement of a chlorine atom by reaction with sodium methoxide, (b) chlorination or (c) reduction of an o-dinitro-benzene or an onitro-aniline to the corresponding diamine, followed by cyclization with thionyl chloride. 2 - Chloro - 4 - methoxy - 6 - nitro - aniline is prepared by reaction of 2-chloro-6-nitro-phenyl azide with sulphuric acid to give 2-chloro-4- hydroxy - 6 - nitro - aniline, followed by methylation. 2,3,5 - Trichloro - 6 - nitro - aniline is prepared by nitration of 2,3,5-trichloro-acetanilide. 2,4 - Dichloro - 5,6 - dinitro - anisole is prepared by nitration of 2,4-dichloro-anisole.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL6902637A NL6902637A (en) | 1969-02-19 | 1969-02-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1303711A true GB1303711A (en) | 1973-01-17 |
Family
ID=19806200
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB731470A Expired GB1303711A (en) | 1969-02-19 | 1970-02-16 |
Country Status (17)
| Country | Link |
|---|---|
| JP (1) | JPS531334B1 (en) |
| AT (1) | AT301250B (en) |
| BE (1) | BE746103A (en) |
| BR (1) | BR7016863D0 (en) |
| CA (1) | CA934761A (en) |
| CH (2) | CH551136A (en) |
| CS (1) | CS170144B2 (en) |
| DE (2) | DE2007160A1 (en) |
| DK (1) | DK133123C (en) |
| ES (1) | ES376641A1 (en) |
| FR (1) | FR2035597A5 (en) |
| GB (1) | GB1303711A (en) |
| IE (1) | IE34208B1 (en) |
| IL (1) | IL33903A (en) |
| NL (1) | NL6902637A (en) |
| SE (1) | SE377693B (en) |
| ZA (1) | ZA70872B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2210892A2 (en) | 2002-10-04 | 2010-07-28 | Prana Biotechnology Limited | Neurologically-active compounds |
| CN113735864A (en) * | 2021-07-30 | 2021-12-03 | 江苏师范大学 | D-benzothiadiazole-TB (-D) derivative and synthetic method and application thereof |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DD103124A5 (en) * | 1972-03-23 | 1974-01-12 | ||
| DE2324732C2 (en) * | 1973-05-14 | 1983-06-01 | Schering Ag, 1000 Berlin Und 4619 Bergkamen | N-phenyl-N'-1,2,3-thiadiazol-5-yl-thiourea, growth-regulating agent containing this compound and a process for its preparation |
| JPS5559037A (en) * | 1978-10-25 | 1980-05-02 | Tatsuo Arakawa | Support metal for car antenna |
| JPH01149095U (en) * | 1988-04-06 | 1989-10-16 |
-
1969
- 1969-02-19 NL NL6902637A patent/NL6902637A/xx unknown
-
1970
- 1970-02-09 ZA ZA700872A patent/ZA70872B/en unknown
- 1970-02-16 DK DK74670*#A patent/DK133123C/en active
- 1970-02-16 IE IE195/70A patent/IE34208B1/en unknown
- 1970-02-16 CH CH1625972A patent/CH551136A/en not_active IP Right Cessation
- 1970-02-16 GB GB731470A patent/GB1303711A/en not_active Expired
- 1970-02-16 SE SE7001942A patent/SE377693B/xx unknown
- 1970-02-16 IL IL33903A patent/IL33903A/en unknown
- 1970-02-16 CH CH218870A patent/CH562817A5/xx not_active IP Right Cessation
- 1970-02-17 DE DE19702007160 patent/DE2007160A1/en active Pending
- 1970-02-17 ES ES376641A patent/ES376641A1/en not_active Expired
- 1970-02-17 AT AT141070A patent/AT301250B/en not_active IP Right Cessation
- 1970-02-17 CS CS1087A patent/CS170144B2/cs unknown
- 1970-02-17 BE BE746103D patent/BE746103A/en unknown
- 1970-02-17 DE DE19702041196 patent/DE2041196A1/en active Pending
- 1970-02-18 FR FR7005761A patent/FR2035597A5/fr not_active Expired
- 1970-02-19 CA CA075275A patent/CA934761A/en not_active Expired
- 1970-02-19 BR BR216863/70A patent/BR7016863D0/en unknown
- 1970-02-19 JP JP1387570A patent/JPS531334B1/ja active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2210892A2 (en) | 2002-10-04 | 2010-07-28 | Prana Biotechnology Limited | Neurologically-active compounds |
| CN113735864A (en) * | 2021-07-30 | 2021-12-03 | 江苏师范大学 | D-benzothiadiazole-TB (-D) derivative and synthetic method and application thereof |
| CN113735864B (en) * | 2021-07-30 | 2022-04-15 | 江苏师范大学 | D-benzothiadiazole-TB (-D) derivative and synthetic method and application thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| NL6902637A (en) | 1970-08-21 |
| ZA70872B (en) | 1971-09-29 |
| CH551136A (en) | 1974-07-15 |
| FR2035597A5 (en) | 1970-12-18 |
| IE34208L (en) | 1970-08-19 |
| JPS531334B1 (en) | 1978-01-18 |
| CH562817A5 (en) | 1975-06-13 |
| DK133123C (en) | 1976-09-06 |
| IL33903A0 (en) | 1970-04-20 |
| ES376641A1 (en) | 1972-09-16 |
| DK133123B (en) | 1976-03-29 |
| DE2007160A1 (en) | 1971-01-07 |
| IL33903A (en) | 1976-07-30 |
| BE746103A (en) | 1970-08-17 |
| DE2041196A1 (en) | 1971-04-29 |
| SE377693B (en) | 1975-07-21 |
| BR7016863D0 (en) | 1973-05-31 |
| IE34208B1 (en) | 1975-03-05 |
| CS170144B2 (en) | 1976-08-27 |
| AT301250B (en) | 1972-08-25 |
| CA934761A (en) | 1973-10-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |