Triazolinone ring formation in tert-butanol

C - Chemistry – Metallurgy – 07 – D

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C07D 249/12 (2006.01) C07C 249/16 (2006.01)

Patent

CA 2131183

A process for the production of aryl triazolinones of formula (II) wherein R is lower alkyl; X is independently halogen, lower alkyl, nitro, hydroxy, NHSO2R', -N(SO2R')2, -N(R')SO2R' where R' is lower alkyl, and n is an integer from 0 to 3; which comprises treating, in a tert-butanol medium, an aryl hydrazine of formula (a) sequentially with (i) a C1-C3 aldehyde, (ii) a cyanate and weak organic acid, and (iii) a hypochlorite, a salt thereof, or a halogen.

Un procédé pour la production d'aryltriazolinones de formule (II) où R est un alkyle inférieur; X est indépendamment un halogène, un alkyle inférieur, un nitro, un hydroxy, NHSO2R', -N(SO2R')2, -N(R')SO2R' où R' est un alkyle inférieur et n est un nombre entier de 0 à 3; qui comprend le traitement séquentiel, dans un milieu de tert-butanol, d'une arylhydrazine de formule (a) avec (i) un aldéhyde en C1-C3, (ii) un cyanate et un acide organique faible et (iii) un hypochlorite, un sel d'hypochlorite ou un halogène.

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