Process for the preparation of 4-amino-1,2,4-Triazole

Details Process for the preparation of 4-amino-1,2,4-Triazole Process for the preparation of 4-amino-1,2,4-Triazole

1999-09-03

2003-01-07

Morris, Patricia L. (Department: 1625)

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

active

06504033

ABSTRACT:

FIELD OF THE INVENTION
The present invention relates to a process for the preparation of 4-amino-1,2,4-triazole and more particularly products having the following formula:
in which R denotes H or an alkyl group containing from 1 to 10 carbon atoms, it being possible for this alkyl group to be substituted by one or more aryl, heteroaryl, hydroxylor alkenyl groups. Both R could be the same or different.
It consists in reacting hydrazine with a deficiency of carboxylic acid RCOOH and in then removing, by distillation, the water of reaction and optionally the water of dilution of the hydrazine and of the acid.
BACKGROUND OF THE INVENTION
A description has been given in the prior art, U.S. Pat. No. 5,099,028, of a process for the preparation of the same 4-amino-1,2,4-triazoles of formula (1) in which the reaction of the acid RCOOH with the hydrazine is carried out in the presence of an insoluble polymer containing acid functional groups, that is to say an ion-exchange resin.
For products of formula (1) in which R is H, that is to say 4-amino-1,2,4-triazole, the prior art makes it possible to obtain, after recrystallization from isopropanol, a yield of 85% and a purity of 99.5%, if the resin is not recycled, or a yield of 91% and a purity of 99.4%, if the resin is recycled (% by weight).


REFERENCES:
patent: 5099028 (1992-03-01), Geral Goe et al.
patent: 0 269 308 (1988-06-01), None
patent: 710350056 (1971-10-01), None
patent: 4308582 (1992-10-01), None
patent: 2 036 912 (1995-06-01), None
CA 118:125467Polym. Network Blends. 1992: 2(3). pp. 153-8. Chem Abstract.
“Studies on the Formation on 4-Aminotriazole Derivatives from Acyl Hydrazides”, Robert M. Herbst, et al.,Journal of Organic Chemistry 18: pp. 872-877 (Jul. 1953).
Chemical Abstracts No. 9197g, Kost, et al., “Reactions of Hydrazine Derivatives. XIX. Condensation of 4-amino-1,2,4-triazole with Esters”, vol. 53, No. 10, (May 25, 1959).
“Catalogue Handbook of Fine Chemicals”, product A8, 180-3, Aldrich, p. 97 (1994).

Affiliated with

Also associated with

Rating

Process for the preparation of 4-amino-1,2,4-Triazole does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for the preparation of 4-amino-1,2,4-Triazole, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for the preparation of 4-amino-1,2,4-Triazole will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-3001904