Maleic Anhydride → HCID 67562912, compound

Reaction equation

Cl.[NH2:2][C:3]1[CH:13]=[CH:12][C:6]([CH:7]=[CH:8][C:9]([OH:11])=[O:10])=[CH:5][CH:4]=1.[C:14]1(=[O:20])[O:19][C:17](=[O:18])[CH:16]=[CH:15]1.C(N(CC)CC)C>ClCCl>[C:9](/[CH:8]=[CH:7]/[C:6]1[CH:5]=[CH:4][C:3]([NH:2][C:14](=[O:20])/[CH:15]=[CH:16]\[C:17]([OH:19])=[O:18])=[CH:13][CH:12]=1)([OH:11])=[O:10]

Participants

Procedure

The method of Example 1 was employed using 4-aminocinnamic acid hydrochloride (10.0 g, 0.0501 mol) and maleic anhydride (5.00 g, 0.0509 mol). Triethylamine (7.00 ml, 0.0502 mol) in dichloromethane (100 ml) was added to generate the free amine. The yellow maleamic acid was obtained. H.p.l.c. 100%. 1H-n.m.r. (DMSO): δ 10.51 (1H, s, NH); 7.65 (4H, bs, ar H's); 7.55 (1H, d, pH-CH); 6.44 (2H, t, HO2C CH=CH; CO, PhCH=CH); 6.30 (1H, d, HO2C CH=CH CO).