GB839797A - Substituted thioureas and their use as pesticidal agents - Google Patents
Substituted thioureas and their use as pesticidal agentsInfo
- Publication number
- GB839797A GB839797A GB1173758A GB1173758A GB839797A GB 839797 A GB839797 A GB 839797A GB 1173758 A GB1173758 A GB 1173758A GB 1173758 A GB1173758 A GB 1173758A GB 839797 A GB839797 A GB 839797A
- Authority
- GB
- United Kingdom
- Prior art keywords
- thiourea
- tolyl
- alkyl
- dithiocarbamic acid
- substituted
- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C335/00—Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C335/04—Derivatives of thiourea
- C07C335/16—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention comprises a process of preparing substituted thioureas of the general formula ArNHCSNRR1, wherein Ar represents an aryl radical, R represents an alkyl or cycloaliphatic radical and R1 represents hydrogen or an alkyl or cycloaliphatic radical, by reacting an alkyl, dialkyl or cycloaliphatic dithiocarbamic acid with a primary aryl amine. The substituted dithiocarbamic acid in the form of its sodium salt may be reacted with the sulphate of the aryl amine. A mixture of carbon disulphide and an alkyl, dialkyl or cycloaliphatic amine may be used in place of the substituted dithiocarbamic acid. In Example 3, a benzole forerunnings fraction containing CS2 is added to a mixture of dimethylamine, methanol and a coal-tar toluidine fraction of boiling-range 197-203 DEG C.; and the temperature is maintained at 75 DEG C. for 4 hours. The mixture is then cooled, and the solid product-N tolyl N1N1 dimethyl thiourea -is filtered off and washed with benzene. Example 4 relates to the preparation of N-phenyl N1N1 dimethyl thiourea. In Example 5, cyclohexylamine is reacted with CS2 in the presence of aqueous sodium hydroxide to form the sodium salt of cyclohexyl dithiocarbamic acid; and the latter is then reacted with toluidine sulphate to obtain N-tolyl N1 cyclohexyl thiourea. These substituted thioureas possess pesticidal properties (see Group VI).ALSO:Herbicidal and fungicidal compositions comprise as active ingredient one of the following substituted thioureas, viz. N-tolyl-N1,N1-dimethyl thiourea, N - phenyl - N1,N1 - dimethyl thiourea, and N-tolyl-N1-cyclohexyl thiourea. Details are given of phytotoxicity trials using each of the three compounds in the form of a 1% aqueous methanol suspension.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1173758A GB839797A (en) | 1958-04-14 | 1958-04-14 | Substituted thioureas and their use as pesticidal agents |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1173758A GB839797A (en) | 1958-04-14 | 1958-04-14 | Substituted thioureas and their use as pesticidal agents |
Publications (1)
Publication Number | Publication Date |
---|---|
GB839797A true GB839797A (en) | 1960-06-29 |
Family
ID=9991754
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1173758A Expired GB839797A (en) | 1958-04-14 | 1958-04-14 | Substituted thioureas and their use as pesticidal agents |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB839797A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4418210A (en) * | 1981-12-28 | 1983-11-29 | Stauffer Chemical Company | Process for producing asymmetrical thioureas |
CN102731357A (en) * | 2012-07-04 | 2012-10-17 | 山东汇海医药化工有限公司 | Preparation method of high purity N,N'-dicyclohexylthiourea |
-
1958
- 1958-04-14 GB GB1173758A patent/GB839797A/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4418210A (en) * | 1981-12-28 | 1983-11-29 | Stauffer Chemical Company | Process for producing asymmetrical thioureas |
CN102731357A (en) * | 2012-07-04 | 2012-10-17 | 山东汇海医药化工有限公司 | Preparation method of high purity N,N'-dicyclohexylthiourea |
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