Process for the preparation of 1,2-benzoxathiine derivatives

Details Process for the preparation of 1,2-benzoxathiine derivatives Process for the preparation of 1,2-benzoxathiine derivatives

C - Chemistry, Metallurgy

07

D

260/327.8

C07D 327/06 (2006.01) C07D 307/79 (2006.01) C07D 521/00 (2006.01)

Patent

CA 1249833

Process for the preparation of 1,2-benzoxathiine derivatives Abstract of the Disclosure A novel process for the preparation of 3,4-dihydro-2,2-dioxo-3- methyl-1,2-benzoxathiin-8-ylsulfonamide of formula I Image (I), reacting a 5-halo-2,3-dihydro-2-methylbenzo[b]furan of the formula II Image (II), wherein Hal is chlorine or bromine, with chlorosulfonic acid to give a 6-halo-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonyl chloride of formula III Image (III), wherein Hal is chlorine or bromine, converting this sulfonyl chloride with ammonia into a 6-halo-2,2-dioxo-3-methyl-1,2-benz- oxathiin-8-ylsulfonamlde of formula IV Image (IV), wherein Hal is chlorine or bromine, dehalogenating this sulfonamide with hydrogen in the presence of a tertiary amine and a noble metal catalyst, and hydrogenating the resultant 2,2-dioxo-3-methyl-1,2- benzoxathiin-8-ylsulfonamide of formula V Image (V) with hydrogen in the presence of a noble metal catalyst.

491697

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