Water → HCID 178439203, compound

Participants

Reaction Conditions

Reaction Steps

4-Isopropyl phenyl hydrazine hydrochloride (2.77 g, 14.6 mmol) was added in one portion to a stirred mixture of phthalic anhydride (2.0 g, 13 mmol) in HOAc (25 ml) at RT. The reaction mixture was heated to 125° C. for 2 hours, and then allowed to cool to RT. The resultant suspension was poured into H2O (100 ml), NaHCO3 solution (1M) was added and the resulting solid was removed by filtration. The mother liquor was acidified with conc. HCl. The resulting solid was collected by filtration and dried in vacuum to give the title compound (1.62 g, 45% yield) as a white solid. 1H-NMR: (400 MHz, D6-DMSO) 11.80 (1H, s), 8.30 (1H, d), 7.92-8.01 (3H, m), 7.92 (2H, d), 7.35 (2H, d), 2.96 (1H, m), 1.25 (6H, d); MS (ESI+)=345.12 (M+H)+.

Provenance & Evidence