The preparation of sulfamino-pyridine, s fusing p-acetamino-benzene-sulfochloride with amino-pyridines, had formely been published in this journal; and also sulfamino-pyridothiazoles had been yielded by fusing the sulfochloride with amino-pyridothiazoles such as
S, N-amino-methenyl-(2-amino-3-mercapto)-5-chloro-pyridine.
On the application of this fusing method to the preparation of
p-amino-benzene-sulfamino-benzene,
p-amino-benzene-sulfamino-pyridine and 4-methyl-2-(
p-amino-benzene)-sulfamino-thiazole, we obtained the following results.
The mixture of aniline (2 moles) and
p-acetamino-benzene-sulfochlorde (1 mole) were fused for about 1 hour at 130-140° and the crude product of
p-acetamino-benzene-sulfamino-benzene, warming with dilute hydrochloric acid, were hydrolyzed to
p-amino-benzene-sulfamino-benzene. Yield: 83% of the theory. When fused the mixture of 2-amino-pyridine (1 mole) and
p-acetamino-benzsne-sulfochloride (1 mole) for about 40 minutes at 130-140°, 2-(
p-amino-benzene)-sulfamino-pyridine was formed. Yield: 45% of the theory. After fusing 4-methyl-2-amino thiazole (1 mole) with
p-acetaminobenzene-sulfochloride (1 mole) for about 50 minutes at 110-112°, the reaction mixture was treated with dil. hydrochloric acid. The yield of 4-methyl-2-(
p-amino-benzene)-sulfamino-thiazole was 64% of the theory.
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