GB1311336A - Quaternary salts of pyrolylpyridine derivatives - Google Patents

Abstract

1311336 Pyridinium compounds IMPERIAL CHEMICAL INDUSTRIES Ltd 23 Aug 1971 [7 Sept 1970] 42764/70 Heading C2C Novel compounds I (in which R<SP>1</SP> is C 6-14 alkyl, or C 1-5 alkyl substituted by phenyl, halophenyl or nitrophenyl, each of R<SP>2</SP>, R<SP>3</SP> and R<SP>4</SP> is H or C 1-5 alkyl and R<SP>5</SP> is H, C 1-5 alkyl or a radical of formula: or R<SP>3</SP> and R<SP>4</SP> or R<SP>4</SP> and R<SP>5</SP> are joined together to form a radical of formula which is optionally substituted by 1 or more of halogen, nitro, C 1-5 alkoxy and C 1-5 alkyl, and each of X and Y is a pharmaceutically acceptable anion) are prepared by reacting a compound III (in which R<SP>7</SP> has the meaning stated above for R<SP>5</SP> except that when R<SP>5</SP> is a 4-pyridinium substituent, R<SP>7</SP> is the 4-pyridyl radical) with an alkylating agent of formula R<SP>1</SP>X. The preparation of certain of compounds II is also described. 3,4 - Dimethyl - 5 - isopropyl - 3 - pyrrolin- 2-one is prepared by reacting 3,4-dimethyl-3- pyrrolin-2-one with acetone and hydrogenating the resulting 3,4-dimethyl-5-isopropylidene-3- pyrrolin-2-one. n-Alkyl methanesulphonates in which the alkyl group is n-octyl, n-nonyl, n-decyl or n-dodecyl are prepared by reacting methanesulphonyl chloride with an appropriate alkanol. Compounds I have antibacterial and antifungal activity and may be used, in association with a pharmaceutical diluent or carrier, for oral or topical treatment of man and animals. They may also be used to treat fungal diseases of plants or as a general environmental antiseptic or disinfectant.