W. Dolling et al., ARYL THIOCARBAMOYLATIONS OF PHTHALIDES AND X-RAY STUDIES OF 3 REACTION-PRODUCTS, Phosphorus, sulfur and silicon and the related elements, 116, 1996, pp. 185-202
Phthalides 1 have been thiocarbamoylated. We were able to isolate and
characterize different reaction products formed by treatment of a mixt
ure of 1 and phenyl isothiocyanate with various amounts of base. 3-Oxo
-1,3-dihydro-isobenzofuran-1-carbothioic acid phenylamide 3, H-isobenz
ofuranylidene)-phenylamino-methylenethio] thio-phenylamino-methylene}-
3H-isobenzofuran-1-one 4, enyl-1,3-dihydro-isobenzofuran-l-carboximido
thioic acid methyl ester 5, -alkylthio-4-hydroxy-2-phenyl-2H-isoquinol
in-1-one 6, and -diphenyl-3H-isobenzofuran-1,1-dicarboximidothioic aci
d dimethyl ester 7 were obtained. X-ray studies have been performed in
order to identify unequivocally the reaction products.