GB1297147A - - Google Patents
Info
- Publication number
- GB1297147A GB1297147A GB1297147DA GB1297147A GB 1297147 A GB1297147 A GB 1297147A GB 1297147D A GB1297147D A GB 1297147DA GB 1297147 A GB1297147 A GB 1297147A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- alkyl
- compounds
- reacting
- amino
- 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
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
- C07D285/125—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
- C07D285/135—Nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
1297147 1,3,4-Thiadiazolyl-(5)-urea BAYER AG 26 Nov 1969 [23 Dec 1968 10 Feb 1969 21 July 1969] 57886/69 Heading C2C The invention comprises compounds of formula wherein R is hydrogen, alkyl, alkenyl, alkinyl, cycloalkyl, alkylmercapto, alkenylmercapto, alkinylmercapto, aralkylmercapto (the aryl radical of which may be substituted by Cl or -NO 2 group), alkylsulphoxyl, alkylsulphonyl, aralkylsulphoxyl, aralkylsulphonyl, alkyloxy or R<SP>IV</SP>-CO(CH 2 ) n S-, in which R<SP>IV</SP> is hydroxy, alkoxy, amino, alkylamino or arylamino (which may be substituted by chlorine); n is 1, 2, 3 or 4; R<SP>1</SP> is an alkyl; R<SP>11</SP> is H or alkyl; and R<SP>111</SP> is an alkyl group. These compounds may be prepared by reacting a 5-amino- 1,3,4-thiadiazole of formula with (a) R<SP>111</SP>-N = C = O or (b) Hal-OCNR<SP>11</SP>R<SP>111</SP>; or by reacting a urethane of formula with an amine of formula HNR<SP>11</SP>R<SP>111</SP>. Many compounds are listed in Example I. The invention also comprises a herbicidal composition containing as an active ingredient a compound of Formula I in admixture with a solid or liquid diluent or carrier. Reference has been directed by the Comptroller to Specification 1,195,672.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19681816568 DE1816568C3 (en) | 1968-12-23 | 2-Alkylsulfonyl-1,3,4-thiadiazol-5yl-ureas, their use as herbicides and process for their preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1297147A true GB1297147A (en) | 1972-11-22 |
Family
ID=5717197
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1297147D Expired GB1297147A (en) | 1968-12-23 | 1969-11-26 |
Country Status (19)
| Country | Link |
|---|---|
| JP (1) | JPS5327338B1 (en) |
| AT (2) | AT299603B (en) |
| BE (1) | BE743615A (en) |
| CH (1) | CH521711A (en) |
| CS (1) | CS154289B2 (en) |
| CY (1) | CY834A (en) |
| DK (1) | DK127787B (en) |
| FI (1) | FI54304C (en) |
| FR (1) | FR2026977A1 (en) |
| GB (1) | GB1297147A (en) |
| GT (1) | GT198064039A (en) |
| IL (1) | IL33499A (en) |
| KE (1) | KE2588A (en) |
| MY (1) | MY7300295A (en) |
| NL (1) | NL167963C (en) |
| RO (1) | RO56288A (en) |
| SE (1) | SE364964B (en) |
| SU (1) | SU458127A3 (en) |
| YU (1) | YU34529B (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4141717A (en) * | 1976-06-30 | 1979-02-27 | Gulf Oil Corporation | Combating weeds in soybeans |
| US4217459A (en) | 1976-06-30 | 1980-08-12 | Gulf Oil Corporation | Benzylthio-1,3,4-thiadiazol-2-yl ureas |
| US4271166A (en) * | 1977-08-15 | 1981-06-02 | Eli Lilly And Company | N-(1,3,4-Thiadiazol-2-yl)benzamides |
| US4338449A (en) | 1981-06-15 | 1982-07-06 | Eli Lilly And Company | Herbicidal thiadiazolines |
| US4346225A (en) | 1981-06-15 | 1982-08-24 | Eli Lilly And Company | Herbicidal 2-methylamino thiadiazolines |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4182712A (en) * | 1968-02-01 | 1980-01-08 | Mobil Oil Corporation | 5-Substituted thiadiazole ureas |
| US5087284A (en) * | 1968-02-01 | 1992-02-11 | Rhone-Poulenc, Inc. | 5-substituted thiadiazole ureas and their use as herbicides |
| US4412079A (en) * | 1968-03-13 | 1983-10-25 | Air Products And Chemicals, Inc. | Thiadiazole compounds and methods of using said compounds in agriculture |
| CH502762A (en) * | 1968-07-17 | 1971-02-15 | Agripat Sa | 5 mercapto 1 3 4 thiadiazol 2 yl ureas with herbicidal - activity |
| CA931961A (en) * | 1970-04-17 | 1973-08-14 | Gulf Research And Development Company | Combating unwanted vegetation with 1,3,4-thiadiazolylureas |
| DE2044442C2 (en) * | 1970-09-03 | 1983-11-03 | Schering AG, 1000 Berlin und 4709 Bergkamen | 1,1,3-Trimethyl-3 - (- 5-Ethylsulfonyl-1,3,4-Thiadiazol-2-yl) -urea with herbicidal action |
| DE2601987A1 (en) * | 1976-01-16 | 1977-07-21 | Schering Ag | (5-ALKYLUREIDO-1,3,4-THIADIAZOL-2-YL-THIO) ACETIC ACID ESTER, PROCESS FOR THE PREPARATION OF THESE COMPOUNDS AND THE HERBICIDAL AGENTS CONTAINING THESE AGENTS |
| FR2377391A1 (en) * | 1977-01-17 | 1978-08-11 | Schering Ag | Herbicidal thiadiazolyl-sulphonyl acetic acid derivs. - with a methyl-ureido substit., for pre- and post-emergence use |
| US4528022A (en) * | 1983-11-15 | 1985-07-09 | Uniroyal, Inc. | Defoliating composition |
-
1969
- 1969-11-17 CH CH1714869A patent/CH521711A/en not_active IP Right Cessation
- 1969-11-26 GB GB1297147D patent/GB1297147A/en not_active Expired
- 1969-11-26 CY CY834A patent/CY834A/en unknown
- 1969-11-28 CS CS786669A patent/CS154289B2/cs unknown
- 1969-12-04 RO RO61762A patent/RO56288A/ro unknown
- 1969-12-08 IL IL6933499A patent/IL33499A/en unknown
- 1969-12-10 YU YU3094/69A patent/YU34529B/en unknown
- 1969-12-11 FI FI3604/69A patent/FI54304C/en active
- 1969-12-16 SU SU1815021A patent/SU458127A3/en active
- 1969-12-22 AT AT1194169A patent/AT299603B/en not_active IP Right Cessation
- 1969-12-22 NL NL6919203A patent/NL167963C/en not_active IP Right Cessation
- 1969-12-22 SE SE17729/69A patent/SE364964B/xx unknown
- 1969-12-22 AT AT702171A patent/AT310184B/en not_active IP Right Cessation
- 1969-12-22 DK DK679169AA patent/DK127787B/en unknown
- 1969-12-23 BE BE743615A patent/BE743615A/xx not_active IP Right Cessation
- 1969-12-23 FR FR6944722A patent/FR2026977A1/fr active Pending
- 1969-12-23 JP JP10330669A patent/JPS5327338B1/ja active Pending
-
1973
- 1973-12-31 MY MY1973295A patent/MY7300295A/en unknown
-
1975
- 1975-12-02 KE KE2588*UA patent/KE2588A/en unknown
-
1980
- 1980-06-20 GT GT198064039A patent/GT198064039A/en unknown
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4141717A (en) * | 1976-06-30 | 1979-02-27 | Gulf Oil Corporation | Combating weeds in soybeans |
| US4217459A (en) | 1976-06-30 | 1980-08-12 | Gulf Oil Corporation | Benzylthio-1,3,4-thiadiazol-2-yl ureas |
| US4271166A (en) * | 1977-08-15 | 1981-06-02 | Eli Lilly And Company | N-(1,3,4-Thiadiazol-2-yl)benzamides |
| US4338449A (en) | 1981-06-15 | 1982-07-06 | Eli Lilly And Company | Herbicidal thiadiazolines |
| US4346225A (en) | 1981-06-15 | 1982-08-24 | Eli Lilly And Company | Herbicidal 2-methylamino thiadiazolines |
Also Published As
| Publication number | Publication date |
|---|---|
| MY7300295A (en) | 1973-12-31 |
| GT198064039A (en) | 1981-12-12 |
| JPS5327338B1 (en) | 1978-08-08 |
| NL167963C (en) | 1982-02-16 |
| IL33499A (en) | 1975-07-28 |
| DE1816568B2 (en) | 1977-02-03 |
| SU403189A3 (en) | 1973-10-19 |
| IL33499A0 (en) | 1970-02-19 |
| YU34529B (en) | 1979-09-10 |
| DK127787B (en) | 1974-01-07 |
| SU458127A3 (en) | 1975-01-25 |
| DE1816568A1 (en) | 1970-11-05 |
| AT310184B (en) | 1973-09-25 |
| RO56288A (en) | 1974-06-01 |
| CY834A (en) | 1976-09-10 |
| KE2588A (en) | 1975-12-19 |
| FI54304B (en) | 1978-07-31 |
| AT299603B (en) | 1972-06-26 |
| NL167963B (en) | 1981-09-16 |
| SE364964B (en) | 1974-03-11 |
| BE743615A (en) | 1970-06-23 |
| CS154289B2 (en) | 1974-03-29 |
| FR2026977A1 (en) | 1970-09-25 |
| FI54304C (en) | 1978-11-10 |
| CH521711A (en) | 1972-04-30 |
| YU309469A (en) | 1979-02-28 |
| NL6919203A (en) | 1970-06-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PE20 | Patent expired after termination of 20 years |