Utilization of lithium amide in the synthesis of N-arylanthranilic acids and N-arylanthranilamides

…, TN Nanninga, HI Tjiong, DD Winkle

Index: Davis, Edward M.; Nanninga, Thomas N.; Tjiong, Howie I.; Winkle, Derick D. Organic Process Research and Development, 2005 , vol. 9, # 6 p. 843 - 846

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Citation Number: 12

Abstract

A procedure for the preparation of N-arylanthranilic acids and N-arylanthranilamides was developed. Lithium amide promoted coupling of anilines with 2-fluorobenzoic acids or 2- fluorobenzamides lead to the desired compounds in good yield. Both primary and N- substituted anilines were effective partners for the reaction. In the reaction of 2, 3, 4- trifluorobenzoic acid with various anilines, selectivity for ortho substitution was observed ...