| 摘要 |
1,139,525. Oxazolidinones. A. H. ROBINS CO. Inc. 27 April, 1966 [29 April, 1965], No. 33917/68. Divided out of 1,139,524. Heading C2C. Novel 5-(omega substituted-ethyl or -propyl)- 2-oxazolidinones in which the omega substituent is halogen, cyano, carboxy, carbalkoxy, hydroxymethyl or halocarbonyl are obtained by the following methods. The 3-substituted-5- (2-haloethyl)-2-oxazolidinones are prepared by reacting a corresponding 3-substituted 3- pyrrolidinol with a carbonyl halide and reacting the product obtained with a tertiary amine. The 5-(2-chloroethyl) compounds may be converted into other 5-(2-haloethyl) compounds by reaction with a halide salt or into the 5-(2-cyanoethyl) compounds by reaction with an alkali metal cyanide. The 5-(2-carboxyethyl) compounds are prepared by acid hydrolysis of the 2-cyanoethyl compounds. The 5-(2-halocarbonylethyl] compounds are prepared by halogenation of the 5-(2-carboxyethyl) compounds. The 5-(2-carbalkoxyethyl) compounds are prepared by esterification of the 5-(2-carboxyethyl) or 5-(2-halocarbonylethyl) compounds. The 5 - (2 - hydroxymethylethyl) compounds are prepared by reduction of the 5-(2-halocarbonylethyl) or 5-(2-carbalkoxyethyl) compounds. The 3 - unsubstituted- 5 - (# - substituted - ethyl)- 2-oxazolidinones are prepared by debenzylation of a corresponding 3-benzyl compound. 5-(2- Chloroethyl)-2-oxazclidinone is also prepared by treatment of 4-chloro-1,2-epoxybutane with urethane in the presence of lithium aluminium hydride. The 5-(3-halopropyl)-2-oxazolidinones are prepared by halogenation of corresponding 5 - (2 - hydroxymethylethyl) - 2 - oxazolidinones. The other 5-(3-substituted-propyl) compounds are prepared from the 5-(3-halopropyl) compounds by the procedures given above for converting the 5-(2-haloethyl) compounds to the corresponding 5 - (2 - cyano -, - carboxy -, - Garbalkoxy-, -halocarbonyl - and -hydroxymethylethyl) compounds. |
