Preparation of arylsulfonamides

Details Preparation of arylsulfonamides Preparation of arylsulfonamides

1986-01-16

1988-04-19

Sutto, Anton H.

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

C07C14338

Patent

active

047391162

ABSTRACT:
A process improvement for the preparation of arylsulfonamides that avoids the multistep arylsulfonyl chloride refining operation presently used and, in one step, neutralizes and removes all the acidic by-products of chlorosulfonation simultaneously with arylsulfonamide formation which comprises the steps of (a) reacting an aryl hydrocarbon with chlorosulfonic acid to form a crude chlorosulfonation reaction product, (b) combining in an aqueous media said crude reaction product and a source of ammonia to form an amidation reaction mixture, (c) maintaining the temperature of the amidation reaction mixture at between about 40.degree. C. and 70.degree. C. and the pH at above about 7 with stirring for a period of time sufficient to form an amidation reaction product containing an arylsulfonamide, and optionally (d) separating the resulting arylsulfonamide from the amidation reaction product.

REFERENCES:
patent: 2182262 (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 Windholz-Editor, Merck and Co., Inc., Rahway, N.J., 1983, p. ONR-82.
Organic Chemistry of Sulfur, C. M. Suter, John Wiley and Sons, Inc., (1944), pp. 573-578.

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