The preparation of some fused isothiazole derivatives

Publisher Website
Google Scholar
Abstract
The treatment of di(2-amino-5-methylphenyl)methane with N-sulfinylmethanesulfonamide gives two materials, 3-(2-amino-5-methylphenyl)-5-methyl-2,1-benzisothiazole and what appears to be its tautomer, a 2,1-benzisothiazolo[2,3-b]-2,1-benzisothiazole derivative. Reaction of the former with methyl iodide gives mono-, di-, and trimethyl derivatives. The second of these also possesses the symmetrical 2,1-benzisothiazolo[2,3-b]-2,1-benztsothiazole structure. The structure of the other methylation product and of the acetylation products are discussed. Some 1,2-dithiol-3-ylidene-2-pyridylmethanes were made by condensation of 3-alkylthio-1,2-dithiolium salts with methyl 2-pyridylacetate. These demonstrate little sulphur–nitrogen interaction. 3-Methylthio-4-phenyl-1,2-dithiolium iodide reacts anomalously with methyl 2-pyridylacetate to form a quinolizinethione. 1,2-Benzisothiazolo[2,3-a]pyridintum triiodide was made by iodine oxidation of 2-(2-mercaptophenylpyridine).

This publication has 0 references indexed in Scilit: