スルフオン化合物の合成研究 (第1報)

抄録

2-Amino-5-(p-aminomethylbenzenesulfone)-thiazole, m.p. 216-216.5°, was prepared by the following process: 2-acetamino-5-(p-toluenesulfone)-thiazole was oxidized to 2-acetamino-5-(p-diacetylbenzylidenesulfone)-thiazole, m.p. 215-217°, by CrO₃ and conc. H₂SO₄ in acetic acid solution, hydrolyzed and converted to its oxime by the addition of hydroxylamine. There are two forms of 2-amino-5-(p-benzaldoximesulfone)-thiazole, one of m.p. 223-224° and other of m.p. 233-234°, the former of which transits to the latter by being warmed and is more easily soluble in acetone than the latter. Reduction of this oxime with diluted acetic acid and zinc yielded the objective compound, the hydrochloride of which is very soluble in water.