Title:
PROCESS FOR PRODUCING 2-(1H-1,2,4-TRIAZOL-1-YL)ACETOPHENONES
Document Type and Number:
WIPO Patent Application WO/1997/047608
Kind Code:
A1
Abstract:
A novel process for producing 2-(1H-1,2,4-triazol-1-yl)acetophenones of general formula (I) which are useful as the starting materials in the production of antifungal agents and pesticides wherein R1 and R2 are the same or different and each represents hydrogen, lower alkyl, lower alkoxy, cyano, nitro, halogenated lower alkyl, lower alkylsulfonyl or halogeno. Namely, a 1,2,4-triazoleacetic acid derivative protected by a carboxyl group is reacted with a reactive derivative of benzoic acid optionally substituted in the phenyl group in the presence of a base and a metal halide followed by deesterification and decarboxylation. Thus the target compounds of a high purity can be produced in high yields. Further, each step requires only a short reaction time (i.e., 1 to 5 hours in usual) and the purification can be conveniently effected. Therefore, this process can be easily scaled up and is advantageous industrially.
Inventors:
MUROTANI YOSHIHARU (JP)
KOMATSU MIWAKO (JP)
SAITOH AKIHITO (JP)
SHIMADA KIMIYOSHI (JP)
KOMATSU MIWAKO (JP)
SAITOH AKIHITO (JP)
SHIMADA KIMIYOSHI (JP)
Application Number:
PCT/JP1996/001637
Publication Date:
December 18, 1997
Filing Date:
June 14, 1996
Export Citation:
Assignee:
TOYAMA CHEMICAL CO LTD (JP)
MUROTANI YOSHIHARU (JP)
KOMATSU MIWAKO (JP)
SAITOH AKIHITO (JP)
SHIMADA KIMIYOSHI (JP)
MUROTANI YOSHIHARU (JP)
KOMATSU MIWAKO (JP)
SAITOH AKIHITO (JP)
SHIMADA KIMIYOSHI (JP)
International Classes:
C07D249/08; C07D521/00; (IPC1-7): C07D249/08
Foreign References:
| DE2431407A1 | 1976-01-15 |
Other References:
J. HETEROCYCLIC. CHEM., Vol. 30, (1993), ANJANA MARAYANAN, DAVID R. CHAPMAN, SUBHASH P., UPADHYAYA, LUDWIG BAUER, "Conversion of 4-Amino-4H-1,2,4-Triazole to 1,3-Bis(1H-Azol-1-yl)-2-Aryl-2-Propanols and 1-Phenacyl-4-[(Benzoyl or 4-Toluenesulfonyl)-Imino]-(1H-1,2,4,-Traizo lium) Ylides", pages 1405-1412.
J. ORG. CHEM., Vol. 54, BRET A. ASTLEFORD, GERALD L. GOE, JAMES G. KESY, ERIC F.V. SCRIVEN, "Synthesis of 1-Alkyl-1,2,4-Triazoles: A New One-Pot Regiospecific Procedure", p. 731-732.
J. ORG. CHEM., Vol. 54, BRET A. ASTLEFORD, GERALD L. GOE, JAMES G. KESY, ERIC F.V. SCRIVEN, "Synthesis of 1-Alkyl-1,2,4-Triazoles: A New One-Pot Regiospecific Procedure", p. 731-732.
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