1-Butanesulfonyl chloride

Description

1-Butanesulfonyl chloride is an antimicrobial agent that inhibits the production of inflammatory substances. It has been shown to inhibit acetylcholinesterase activity and the growth of cancer cells in vitro. 1-Butanesulfonyl chloride is a cross-linking agent that can be used to produce amides, which are used as pharmaceutical preparations for treating inflammatory diseases.

Chemical Properties

clear colourless to light yellow liquid

Uses

1-Butanesulfonyl chloride has been used in the preparation of:

• ethyl 2-(1-butanesulfonamido)pent-4-yn-l-oate
• 1-butanesulfonamid-N,N′-1,2-ethanediylbis
• 1-butanesulfonamide-N,N′-1,3-propanediylbis

Purification Methods

It has a pungent odour and is LACHRYMATORY. If IR shows OH bands, then dissolve in Et2O, wash with cold saturated aqueous NaHCO3 (care since CO2 will be generated) then H2O, dry it over solid Na2SO4, filter, evaporate and distil the residue twice. Characterise it by shaking a solution in Et2O or *C6H6 with aqueous NH3, collect the solid 1-butanesulfonamide with m 48o after recrystallisation from CHCl3, CCl4 or Et2O/pet ether. [Douglass & Johnson J Am Chem Soc 60 1488 1938, Lee & Dougherty J Org Chem 5 83 1940, Beilstein 4 IV 45.]