含窒素環化合物の合成 (第84報)

ベンゾチアゾール誘導体について その6

抄録

1) By the application of mono-, di-, and trichloroacetyl- and O, N-diacetyl-p-aminosalicylyl chlorides on 2-allylmercapto-6-aminobenzothiazole, corresponding 6-acylamino-benzothiazoles were obtained. One of the latter compounds, 6-p-acetamino-o-acetoxy-benzamino derivative was saponified to the 6-p-amino derivative. Dimethyl- and diethylamine were respectively applied to 6-monochloroacetamino derivative and 6-dimethyl-and 6-diethylaminoacetaminobenzothiazoles were obtained.
2) By the application of sodium and ethyl monochloroacetate to 2-mercapto-6-nitrobenzothiazole, 6-nitrobenzothiazolyl-(2)-thioglycollic acid and its ethyl ester were prepared. Condensation of ammonia, dimethylamine, or hydrazine hydrate to this 6-nitro ethyl ester respectively yielded the amide, dimethyl amide, and hydrazide. Reduction of the foregoing 6-nitro ester to the 6-amino ester and derivation to the 6-acetamino ester, with subsequent application of hydrazine hydrate to the 6-amino and 6-acetamino esters yielded the respective hydrazides.