Preparation of N-substituted arylsulfonamides

Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing

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C07C14379

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047134895

ABSTRACT:
N-substituted arylsulfonamides which comprises the steps of (a) reacting an aryl hydrocarbon with chlorosulfonic acid to form a crude chlorosulfonation reaction product, (b) adding said crude reaction product to a mixture comprising an aliphatic amine, an alkali or alkaline earth metal hydroxide and water to form an amidation reaction mixture, (c) maintaining the temperature of the amidation reaction mixture at between about 50.degree. C. and 100.degree. C. and the pH at above about 7 with stirring for a period of time of up to about 2 hours, and optionally (d) separating the resulting N-substituted arylsulfonamide from the amidation reaction product.

REFERENCES:
patent: 2186262 (1935-05-01), Mitchell
patent: 2658916 (1953-11-01), Krems
patent: 2757156 (1956-07-01), Dazzi
patent: 3246007 (1966-04-01), Meyer et al.
patent: 4378444 (1983-03-01), Barenberg et al.
The Merck Index--10th Edition, Martha Windholtz, editor, Merck and Co. Inc., Rahway, N.J., 1983, p. ONR-82.
Organic Chemistry of Sulfur by C. M. Suter, John Wiley and Sons, Inc. (1944), pp. 573-578.

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