p-Chlorobenzenesulfonic acid → HCID 12303406, compound

HRID 1764054Notes

Reaction equation

HRID 1764054 reaction equation
[S:1](=[O:4])(=[O:3])=[O:2].[Cl:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([S:19](O)(=[O:21])=[O:20])=[CH:15][CH:14]=1>>[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([S:1]([O:4][S:19]([C:16]2[CH:17]=[CH:18][C:13]([Cl:12])=[CH:14][CH:15]=2)(=[O:21])=[O:20])(=[O:3])=[O:2])=[CH:8][CH:7]=1

Participants

4

Reactant 3

HCID 7400p-Chlorobenzenesulfonic acidHCID 7964ChlorobenzeneHCID 24682Sulfur trioxide

Product 1

HCID 12303406HCID 12303406, compound

Procedure

p-Chlorobenzenesulfonic anhydride was prepared, as described in the previous example, by reacting 9.4 g (0.12 mole) of sulfur trioxide with 6.0 g (0.054 mole) of chlorobenzene. There was obtained 5.7 g (57.2% yield) of product with mp 140.0°-147.3° C. (lit. 130°-141° C. Christensen, Acta Chem. Scand. 15, 1507 (1961); lit. mp for p-chlorobenzenesulfonic acid =50.5° C., Dictionary of Org. Cpds., Vol. 2, 4th Edition, Oxford Univ. Press, N.Y., p. 601). Anal: Calc'd for C12H8O5S2Cl2 : C, 39.23; H, 2.17; S, 17.34. Found: C, 39.20; H, 2.50; S, 17.61.

Sources & evidence

ORD record
ord-cdf011ea20624f09a23ff5c19585e966
Source dataset
uspto-grants-1978_09
Patent number
US04115058

Reaction notes

Loading…