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Treatment of 3-formylacetylacetone with the isomeric  o -,  m - and  p -aminobenzoic acids led to the formation of the corresponding Schiff bases, namely, 3-[(2-carboxyphenylamino)methylidene]pentane-2,4-dione,  1 , 3-[(3-carboxyphenylamino)methylidene]pentane-2,4-dione,  2 , and 3-[(4-carboxyphenylamino)methylidene]pentane-2,4-dione,  3 , all C 13 H 13 NO 4 , that contain a planar amino-methylene-pentane-2,4-dione core with a strong intramolecular N—H...O hydrogen bridge. The carboxyphenyl groups attached to the nitrogen atom are almost coplanar to the central molecular fragment. Depending on the position of the carboxyl unit, different supramolecular structures with hydrogen-bonding networks are formed in the three title structures.

Synthesis and crystal structures of three Schiff bases derived from 3-formylacetylacetone ando-,m- andp-aminobenzoic acid