9543. p-Tolylsulfonylmethylnitrosamide

Nomenclature

CAS number: 80-11-5
N,4-Dimethyl-N-nitrosobenzenesulfonamide; N-methyl-N-nitroso-p-toluenesulfonamide; Diazald (Aldrich).
C8H10N2O3S; mol wt 214.24.
C 44.85%, H 4.70%, N 13.08%, O 22.40%, S 14.97%.

Description and references

Prepd by the action of nitrous acid on p-tolylsulfonylmethylamide: DE 224388 (1910 to Bayer); Frdl. 10, 1216; Chem. Zentralbl. 1910, II, 609; Takizawa, J. Pharm. Soc. Jpn. 70, 490 (1950); de Boer, Backer, Rec. Trav. Chim. 73, 229 (1954); Org. Synth. 34, 96 (1954).

Chemical structure

Properties

Yellow crystals from benzene + petr ether, mp 62°. Stable in an ordinary brown bottle for several years. A white coating (formed of p-tolylsulfonylmethylamide) does no harm. Insol in water. Sol in ether, petr ether, benzene, chloroform, carbon tetrachloride. Yields diazomethane on treatment with alkali.

Use

In the laboratory prepn of diazomethane. Directions for use: de Boer, Backer, Rec. Trav. Chim. 73, 232 (1954).