GB1284669A - Sulfamoyl-1,3,4-thiadiazoles and their use as agricultural pesticides - Google Patents
Sulfamoyl-1,3,4-thiadiazoles and their use as agricultural pesticidesInfo
- Publication number
- GB1284669A GB1284669A GB49315/70A GB4931570A GB1284669A GB 1284669 A GB1284669 A GB 1284669A GB 49315/70 A GB49315/70 A GB 49315/70A GB 4931570 A GB4931570 A GB 4931570A GB 1284669 A GB1284669 A GB 1284669A
- Authority
- GB
- United Kingdom
- Prior art keywords
- thiadiazole
- hydrogen
- mercapto
- thiadiazoles
- formula
- 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
- AXNSXSNCIZLUMJ-UHFFFAOYSA-N 1,3,4-thiadiazole-2-sulfonamide Chemical class NS(=O)(=O)C1=NN=CS1 AXNSXSNCIZLUMJ-UHFFFAOYSA-N 0.000 title abstract 2
- 239000000575 pesticide Substances 0.000 title 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 9
- 229910052739 hydrogen Inorganic materials 0.000 abstract 7
- 239000001257 hydrogen Substances 0.000 abstract 7
- 239000004215 Carbon black (E152) Substances 0.000 abstract 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 4
- 229930195733 hydrocarbon Natural products 0.000 abstract 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- -1 amine salts Chemical class 0.000 abstract 3
- 150000001412 amines Chemical class 0.000 abstract 3
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 3
- 150000002431 hydrogen Chemical class 0.000 abstract 3
- 150000004869 1,3,4-thiadiazoles Chemical class 0.000 abstract 2
- GDGIVSREGUOIJZ-UHFFFAOYSA-N 5-amino-3h-1,3,4-thiadiazole-2-thione Chemical compound NC1=NN=C(S)S1 GDGIVSREGUOIJZ-UHFFFAOYSA-N 0.000 abstract 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical group 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 239000012948 isocyanate Substances 0.000 abstract 2
- 150000002513 isocyanates Chemical class 0.000 abstract 2
- HAMGRBXTJNITHG-UHFFFAOYSA-N methyl isocyanate Chemical compound CN=C=O HAMGRBXTJNITHG-UHFFFAOYSA-N 0.000 abstract 2
- QUKGLNCXGVWCJX-UHFFFAOYSA-N 1,3,4-thiadiazol-2-amine Chemical compound NC1=NN=CS1 QUKGLNCXGVWCJX-UHFFFAOYSA-N 0.000 abstract 1
- 125000004521 1,3,4-thiadiazol-2-yl group Chemical group S1C(=NN=C1)* 0.000 abstract 1
- NMTHPILYEAYSFR-UHFFFAOYSA-N 1-methyl-3-(2-sulfanylidene-3h-1,3,4-thiadiazol-5-yl)urea Chemical compound CNC(=O)NC1=NN=C(S)S1 NMTHPILYEAYSFR-UHFFFAOYSA-N 0.000 abstract 1
- JMRAYTPNXKJWAX-UHFFFAOYSA-N 5-(methylamino)-3H-1,3,4-thiadiazole-2-thione Chemical compound CNC1=NN=C(S)S1 JMRAYTPNXKJWAX-UHFFFAOYSA-N 0.000 abstract 1
- DQUYVFJRGLPJBR-UHFFFAOYSA-N 5-(methylcarbamoylamino)-1,3,4-thiadiazole-2-sulfonyl chloride Chemical compound CNC(=O)NC1=NN=C(S(Cl)(=O)=O)S1 DQUYVFJRGLPJBR-UHFFFAOYSA-N 0.000 abstract 1
- NQIMLCFBNDVADW-UHFFFAOYSA-N 5-[methyl(methylcarbamoyl)amino]-1,3,4-thiadiazole-2-sulfonyl chloride Chemical compound CNC(=O)N(C)C1=NN=C(S(Cl)(=O)=O)S1 NQIMLCFBNDVADW-UHFFFAOYSA-N 0.000 abstract 1
- MEJAPGGFIJZHEJ-UHFFFAOYSA-N 5-acetamido-1,3,4-thiadiazole-2-sulfonyl chloride Chemical compound CC(=O)NC1=NN=C(S(Cl)(=O)=O)S1 MEJAPGGFIJZHEJ-UHFFFAOYSA-N 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 1
- LVRCEUVOXCJYSV-UHFFFAOYSA-N CN(C)S(=O)=O Chemical compound CN(C)S(=O)=O LVRCEUVOXCJYSV-UHFFFAOYSA-N 0.000 abstract 1
- CKDWPUIZGOQOOM-UHFFFAOYSA-N Carbamyl chloride Chemical compound NC(Cl)=O CKDWPUIZGOQOOM-UHFFFAOYSA-N 0.000 abstract 1
- 241000196324 Embryophyta Species 0.000 abstract 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001350 alkyl halides Chemical class 0.000 abstract 1
- 230000002152 alkylating effect Effects 0.000 abstract 1
- 239000004202 carbamide Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000007796 conventional method Methods 0.000 abstract 1
- 230000002363 herbicidal effect Effects 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- DWSMAMSVZRCQMP-UHFFFAOYSA-N n-(2-sulfanylidene-3h-1,3,4-thiadiazol-5-yl)acetamide Chemical compound CC(=O)NC1=NN=C(S)S1 DWSMAMSVZRCQMP-UHFFFAOYSA-N 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical class ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 abstract 1
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)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US86738569A | 1969-10-17 | 1969-10-17 | |
| US7771970A | 1970-10-02 | 1970-10-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1284669A true GB1284669A (en) | 1972-08-09 |
Family
ID=26759596
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB49315/70A Expired GB1284669A (en) | 1969-10-17 | 1970-10-16 | Sulfamoyl-1,3,4-thiadiazoles and their use as agricultural pesticides |
Country Status (15)
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA775225B (en) * | 1977-08-29 | 1978-03-29 | Lilly Co Eli | Herbicidal combinations |
| JPS56145757U (enrdf_load_stackoverflow) * | 1980-03-31 | 1981-11-04 | ||
| JPS56145756U (enrdf_load_stackoverflow) * | 1980-03-31 | 1981-11-04 | ||
| JPS5714265U (enrdf_load_stackoverflow) * | 1980-06-25 | 1982-01-25 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1670925B2 (de) * | 1967-09-19 | 1977-03-10 | Bayer Ag, 5090 Leverkusen | 1,3,4-thiadiazolylharnstoffe |
| CH488723A (de) * | 1967-12-27 | 1970-04-15 | Agripat Sa | Verfahren zur Herstellung von Thiadiazolyl-harnstoffen |
| GB1195672A (en) * | 1968-02-01 | 1970-06-17 | Mobil Oil Corp | Novel Urea Derivatives and Herbicides containing the same |
-
0
- BE BE757655D patent/BE757655A/xx not_active IP Right Cessation
-
1970
- 1970-10-15 CH CH1533770A patent/CH530756A/fr not_active IP Right Cessation
- 1970-10-15 ES ES384568A patent/ES384568A1/es not_active Expired
- 1970-10-16 CA CA000095768A patent/CA1148957A/en not_active Expired
- 1970-10-16 HU HUAI178A patent/HU162349B/hu unknown
- 1970-10-16 SE SE13977/70A patent/SE369907B/xx unknown
- 1970-10-16 FR FR7037530A patent/FR2066127A5/fr not_active Expired
- 1970-10-16 NL NL7015249A patent/NL7015249A/xx not_active Application Discontinuation
- 1970-10-16 DE DE2050979A patent/DE2050979C2/de not_active Expired
- 1970-10-16 IL IL35459A patent/IL35459A/xx unknown
- 1970-10-16 IE IE1336/70A patent/IE35302B1/xx unknown
- 1970-10-16 GB GB49315/70A patent/GB1284669A/en not_active Expired
- 1970-10-17 JP JP9155970A patent/JPS553323B1/ja active Pending
- 1970-10-17 RO RO7000064721A patent/RO64525A/ro unknown
-
1975
- 1975-12-30 MY MY251/75A patent/MY7500251A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE2050979C2 (de) | 1983-11-24 |
| SE369907B (enrdf_load_stackoverflow) | 1974-09-23 |
| NL7015249A (enrdf_load_stackoverflow) | 1971-04-20 |
| RO64525A (fr) | 1978-10-15 |
| MY7500251A (en) | 1975-12-31 |
| IL35459A0 (en) | 1970-12-24 |
| IE35302B1 (en) | 1976-01-07 |
| IE35302L (en) | 1971-04-17 |
| ES384568A1 (es) | 1973-09-16 |
| JPS553323B1 (enrdf_load_stackoverflow) | 1980-01-24 |
| CA1148957A (en) | 1983-06-28 |
| IL35459A (en) | 1975-02-10 |
| BE757655A (fr) | 1971-04-16 |
| DE2050979A1 (de) | 1971-04-29 |
| CH530756A (fr) | 1972-11-30 |
| FR2066127A5 (enrdf_load_stackoverflow) | 1971-08-06 |
| HU162349B (enrdf_load_stackoverflow) | 1973-02-28 |
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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 |