Process for the synthesis of N-hydroxypyrroles, N-hydroxyimidazo

Details Process for the synthesis of N-hydroxypyrroles, N-hydroxyimidazo Process for the synthesis of N-hydroxypyrroles, N-hydroxyimidazo

1975-05-19

1977-02-01

Trousof, Natalie

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2603092, 424273, C07D23390, C07D23524

Patent

active

040061604

ABSTRACT:
A process is described for the preparation of N-hydroxypyrrole-2-carbonitriles, N-hydroxyimidazole-2-carbonitriles, pyrrole-2-carbonitriles, and 3-substituted-2, 3-dihydro-2-pyrrolones by thermally decomposing 2-azidoheteroaromatic N-oxides. In the process a 2-azidoheteroaromatic N-oxide is heated in a suitable solvent for a period of time sufficient to bring the reaction to completion. Removal of the solvent by conventional methods gives the desired product. Which product is obtained is determined by the choice of solvents. In non-polar aprotic solvents, N-hydroxypyrrole-2-carbonitriles or N-hydroxyimidazole-2-carbonitriles are obtained. In nucleophilic solvents capable of undergoing Michael-type additions pyrrole-2-carbonitriles, imidazole-2-carbonitriles, and 3-substituted-2,3-dihydro-2-pyrrolone derivatives are obtained where a solvent molecule comprises the 3-substituent. These compounds are useful as anti-bacterials, e.g., against E. Coli.

REFERENCES:
patent: 3812171 (1974-05-01), Neikam et al.
patent: 3850953 (1974-11-01), Mamalis et al.
Hayashi et al. J. Pharm. Soc. Japan 1962, vol. 82, pp. 1093-1102.
Ikekawa et al. Tetrahedron Letters, 1967, pp. 1197-1200.
Takahashi et al. Chem. Pharm. Bull. 1968, vol. 16, pp. 527-538.

Affiliated with

Also associated with

Rating

Process for the synthesis of N-hydroxypyrroles, N-hydroxyimidazo 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 synthesis of N-hydroxypyrroles, N-hydroxyimidazo, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for the synthesis of N-hydroxypyrroles, N-hydroxyimidazo will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-1091019