Triazolinone ring formation in tert-butanol

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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564251, C07D24912

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active

054400457

ABSTRACT:
A process for the production of an aryl triazolinones of the formula ##STR1## wherein R is lower alkyl and:
X.sub.n is 2,4-dichloro-5-methylsulfonylamino; 2-chloro-5-methylsulfonylamino; 4-chloro-5-methylsulfonylamino; 3-methylsulfonylamino; 4-chloro; 2-chloro; 3-nitro; 4-chloro-3-nitro; 2-chloro-5-nitro; 2,4-dichloro-5-nitro; 2-fluoro; 2-4-chloro; 2,4-dichloro; 4-alkoxy; or 4-alkoxy-2-fluoro;
which comprises treating, in a tert-butanol medium, an aryl hydrazine of the formula ##STR2## sequentially with (i) a C.sub.1 -C.sub.3 aldehyde, (ii) a cyanate and weak organic acid, and (iii) a hypohalous acid, a salt thereof, or a halogen.

REFERENCES:
patent: 4980480 (1990-12-01), Theordoridis
Research Disclosure, 27805, p. 358, Jun. 1987.
Bulletin of the Chemical Society of Japan--Tsuge--47(11) 2676 (1974).

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