In an article, author is Ross, John F., once mentioned the application of 22884-95-3, Recommanded Product: 22884-95-3, Name is 3,4-Dimethylbenzonitrile, molecular formula is C9H9N, molecular weight is 131.17, MDL number is MFCD00016380, category is isothiazole. Now introduce a scientific discovery about this category.
Nitrile Sulfides Part 16.(1,2) Synthesis of 1,2-benzisothiazoles via nitrile sulfide cycloaddition reactions
The cycloaddition reactions of nitrile sulfides have been used to prepare benzisothiazole quinones and 1,2-benzisothiazole-5,6-dicarboxylates. The nitrile sulfides, generated by thermal decarboxylation of 1,3,4-oxathiazol-2-ones, reacted with 1,4-naphthoquinone to afford 3-substituted naphtho[2,3-d]isothiazole-4,9-diones (17), together with nitriles as by-products. The corresponding reactions with 1,4-benzoquinone yielded regioisomeric mixtures of 2: 1 adducts. The 1,2-benzisothiazole-5,6-dicarboxylates were synthesised by a sequence involving both nitrile sulfide and Diels-Alder cycloaddition reactions. Dimethyl 3-phenylisothiazole-4,5-dicarboxylate (34), prepared from benzonitrile sulfide and dimethyl acetylenedicarboxylate (DMAD), was converted into the 4,5-bis(dibromomethyl) analogue 37 via the bis(dihydroxymethyl) compound 35. Treatment of 37 with sodium iodide in the presence of DMAD afforded dimethyl 3-phenyl-1,2-benzisothiazole-5,6-dicarboxylate (30) via the isothiazole o-quinodimethane 32.
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Reference:
Isothiazole – Wikipedia,
,Isothiazole – ScienceDirect.com