12-09088. Sulfamethylthiazole [Archived]

Nomenclature

CAS number: 515-59-3
4-Amino-N-(4-methyl-2-thiazole)benzenesulfonamide; 4-methyl-2-sulfanilamidothiazole; N1-(4-methyl-2-thiazolyl)sulfanilamide; 2-(p-aminobenzenesulfonamido)-4-methylthiazole.
C10H11N3O2S2; mol wt 269.34.
C 44.59%, H 4.12%, N 15.60%, O 11.88%, S 23.81%.

Description and references

Prepn: Fosbinder, Walter, J. Am. Chem. Soc. 61, 2032 (1939). Alternate routes of synthesis: E. H. Northey, The Sulfonamides and Allied Compounds (Reinhold, New York, 1948) p 89.

Chemical structure

Properties

Crystals from alcohol, mp 238-240°. Slightly sol in water (0.2 g dissolves in 100 ml H2O). Insol in ether. Readily sol in solns of alkali hydroxides and carbonates and in dil mineral acids.

Derivative

Sodium salt.

Nomenclature

CAS number: 6101-28-6
Ultraseptyl (Chinoin).

Properties

Sol in water.

Therapeutic Category

Antibacterial.

Status

This monograph has been retired and is no longer subject to revision or update.