CONSTITUTION AND SYNTHESIS OF GLYCOSIN, THE NEW ALKALOID OF GLYCOSMIS PENTAPHYLLA, RETZ. DC.

A Chatterjee, SG Majumdar

Index: Chatterjee; Majumdar Journal of the American Chemical Society, 1953 , vol. 75, p. 4365

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Citation Number: 14

Abstract

The structure (I) for glycosin has been confirmed by synthesis from isatoic anhydride (11), mp 240", which on treatment with aqueous ammonia (30%) at 160" gave anthranilide (111), mp 108"(yield, 90%). The latter on heating with methyl iodide at 100" for 6 hours in a sealed tube gave N-methylanthranilamide (IV), mp 151)"(yield, 90%). N-Methylanthranilamide when refluxed with a molar proportion of pheiiykdcetic acid in xylene (dried over sodium) with ...