Process for the production of 2-aryl-2H-1,2,3-triazoles
US5258523A · kind A · utility
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Key dates
| Filing date | Jun 23, 1992 |
| Grant date | Nov 2, 1993 |
| Priority date | — |
| Expiry date | Jun 23, 2012 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D249/06
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
4-Akylthiomethyl-2-aryl-2H-1,2,3-triazoles and 4-arylthiomethyl-2-aryl-2H-1,2,3-triazoles are produced from .gamma.-chloroacetoacetyl chloride, aryldiazonium salts and thiolates. In a first step, the aryldiazonium salt is reacted with the chloroacetoacetyl chloride to the corresponding 3-chloropyruvaldehyde-arylhydrazone, which is converted with the thiolate into the corresponding 3-alkylthio or 3-arylthiopyruvaldehyde-arylhydrazone. The 3-alkylthio or 3-arylthiopyruvaldehyde-arylhydrazone is cyclized with hydroxylamine-O-sulfonic acid to the desired 2-aryl-2H-1,2,3-triazole.
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