摘要 |
Novel compounds, 2-( alpha -alkoxyimino)ethylthiophenes are susceptible to electrophilic substitution reactions, and the acetylation, nitration, sulfonation and halogenation of the compounds provide 5-acetyl-2-( alpha -alkoxyimino)ethylthiophenes, 5-nitro-2-( alpha -alkoxyimino)ethylthiophenes, 5-( alpha -alkoxyimino)ethyl-2-thiophenesulfonic acid and 5-halo-2-( alpha -alkoxyimino)ethylthiophenes, respectively. The hydrolysis of 5-acetyl-2-( alpha -alkoxyimino)ethylthiophenes readily provides a known compound, 2,5-diacetylthiophene which is an important intermediate for the production of medicines, whereas the haloform reaction provides novel compounds, 5-( alpha -alkoxyimino)ethyl-2-thiophenecarboxylic acids, the hydrolysis of which compounds readily provides a known compound, 5-acetyl-2-thiophenecarboxylic acids, an important intermediate for the production of medicines. The hydrolysis of 5-( alpha -alkoxyimino)ethyl-2-thiophenesulfonic acids and their salts provide novel 5-acetyl-2-thiophenesulfonic acid and its salts, respectively. Novel compounds, 2-( alpha -alkoxyimino)ethylthiophenes are obtained either by 0-alkylation of 2-acetylthiophene oxime or by directly reacting 2-acetylthiophene with an 0-alkylhydroxylamine.
|