Process for the production of 2-aryl-2H-1,2,3-triazoles

Details Process for the production of 2-aryl-2H-1,2,3-triazoles Process for the production of 2-aryl-2H-1,2,3-triazoles

1992-06-23

1993-11-02

Morris, Patricia L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D24906

Patent

active

052585239

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.

REFERENCES:
Methods of Organic Chemistry, Houben-Weyl, 4th Ed., vol. X/3, (1965), pp. 12 to 64.

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