GB783690A - Process for the production of new thiourea derivatives - Google Patents
Process for the production of new thiourea derivativesInfo
- Publication number
- GB783690A GB783690A GB10245/56A GB1024556A GB783690A GB 783690 A GB783690 A GB 783690A GB 10245/56 A GB10245/56 A GB 10245/56A GB 1024556 A GB1024556 A GB 1024556A GB 783690 A GB783690 A GB 783690A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenyl
- methyl
- isothiourea
- sulphenyl
- butyl
- 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
- 150000003585 thioureas Chemical class 0.000 title 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 10
- -1 alkyl radical Chemical group 0.000 abstract 6
- WUWCRMBEEQZYEI-UHFFFAOYSA-N sulfanylidenethiourea Chemical compound NC(=S)N=S WUWCRMBEEQZYEI-UHFFFAOYSA-N 0.000 abstract 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- 239000001257 hydrogen Substances 0.000 abstract 4
- 125000001424 substituent group Chemical group 0.000 abstract 4
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 3
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 abstract 2
- 239000005995 Aluminium silicate Substances 0.000 abstract 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 2
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 2
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 235000012211 aluminium silicate Nutrition 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 239000000969 carrier Substances 0.000 abstract 2
- 239000007859 condensation product Substances 0.000 abstract 2
- 239000000417 fungicide Substances 0.000 abstract 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 2
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 abstract 2
- 238000002360 preparation method Methods 0.000 abstract 2
- 239000007858 starting material Substances 0.000 abstract 2
- 239000000454 talc Substances 0.000 abstract 2
- 229910052623 talc Inorganic materials 0.000 abstract 2
- PNHZDFXYYHNYCV-UHFFFAOYSA-N 1-butyl-1-methylsulfonylthiourea Chemical compound CS(=O)(=O)N(C(=S)N)CCCC PNHZDFXYYHNYCV-UHFFFAOYSA-N 0.000 abstract 1
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 abstract 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 239000007900 aqueous suspension Substances 0.000 abstract 1
- 239000000440 bentonite Substances 0.000 abstract 1
- 229910000278 bentonite Inorganic materials 0.000 abstract 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 abstract 1
- LIMQQADUEULBSO-UHFFFAOYSA-N butyl isothiocyanate Chemical compound CCCCN=C=S LIMQQADUEULBSO-UHFFFAOYSA-N 0.000 abstract 1
- 239000004202 carbamide Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000002270 dispersing agent Substances 0.000 abstract 1
- QMVSXLAUHQNNIX-UHFFFAOYSA-N methane;sulfamide Chemical compound C.NS(N)(=O)=O QMVSXLAUHQNNIX-UHFFFAOYSA-N 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 abstract 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 abstract 1
- RYFZYYUIAZYQLC-UHFFFAOYSA-N perchloromethyl mercaptan Chemical compound ClSC(Cl)(Cl)Cl RYFZYYUIAZYQLC-UHFFFAOYSA-N 0.000 abstract 1
- 238000009736 wetting Methods 0.000 abstract 1
- 239000000080 wetting agent Substances 0.000 abstract 1
- 239000008096 xylene Substances 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises compounds of the formula <FORM:0783690/IV (a)/1> (wherein R1 is an alkyl radical of 1-4 carbon atoms or a phenyl radical which may contain non-salt forming substituents and R2 is hydrogen, alkyl, alkenyl, phenyl or benzyl, which phenyl or benzyl radical may contain non-salt-forming substituents) and their preparation by reacting one mol. of a compound R1-SO2-NH-CS-NH-R2 with one mol. of perchlormethylmercaptan in a non-alkaline medium, e.g. in aqueous suspension or solution or in inert organic solvents. Examples describe the preparation of N-benzene sulphonyl-S-trichlormethane sulphenyl isothiourea, N-benzene sulphonyl-N1-phenyl-S-trichlormethane sulphenyl isothiourea and N-methane sulphonyl - N1 - n - butyl - S - trichlormethane sulphenyl isothiourea, and compounds or starting materials corresponding thereto in which R1 and R2 respectively have the following values are also referred to: R1-butyl, phenyl, phenyl, methyl, methyl, methyl, phenyl, p-chlorophenyl, p-tolyl, methyl, isopropyl, n-butyl, methyl, methyl, methyl and phenyl; R2-hydrogen, phenyl, benzyl, phenyl, methyl, allyl, methyl, hydrogen, allyl, benzyl, p-chlorophenyl, methyl, p-toyl, isopropyl, n-hexyl and allyl. Starting material. N-Methanesulphonyl-N1-n-butyl thiourea is obtained from methane sulphamide and butyl mustard oil.ALSO:A fungicidal agent comprises a compound of the general formula <FORM:0783690/VI/1> (wherein R1 is an alkyl radical of 1-4 carbon atoms, or a phenyl radical which may contain non-salt forming substituents and R2 is hydrogen, alkyl, alkenyl, phenyl or benzyl, which phenyl or benzyl radical may contain non-salt forming substituents) together with suitable carriers and distributing agents. Suitable carriers include talc, kaolin, bole, bentonite, chalk and ground limestone. The fungicides may be suspended in water with the aid of wetting and dispersing agents, or dissolved in organic solvents and emulsified in water. Examples describe compositions of (1) N-methane sulphonyl - N1 - n - butyl - S - trichloromethane sulphenyl isothiourea and talc with or without urea; (2) N-benzene sulphonyl-S-trichlormethane sulphenyl isothiourea and kaolin or chalk with ethylene oxide condensation products of alkyl phenols, which is mixed with water; (3) N-benzene sulphonyl-N1-allyl-S-trichlormethane sulphenyl isothiourea, xylene and ethylene oxide condensation products of alkyl phenols.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH783690X | 1955-04-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB783690A true GB783690A (en) | 1957-09-25 |
Family
ID=4536419
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB10245/56A Expired GB783690A (en) | 1955-04-06 | 1956-04-04 | Process for the production of new thiourea derivatives |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB783690A (en) |
-
1956
- 1956-04-04 GB GB10245/56A patent/GB783690A/en not_active Expired
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