(2Z)-3-{[4-(methoxycarbonyl)phenyl]carbamoyl}prop-2-enoic acid synthesis
- Product Name:(2Z)-3-{[4-(methoxycarbonyl)phenyl]carbamoyl}prop-2-enoic acid
- CAS Number:125407-30-9
- Molecular formula:C12H11NO5
- Molecular Weight:249.22
Yield:125407-30-9 95%
Reaction Conditions:
in tetrahydrofuran at 20; for 3 h;
Steps:
Synthesis of (Z)-4-((4-(methoxycarbonyl)phenyl)amino)-4-oxobut-2-enoic Acid
A mixture of 12 maleic anhydride (1.96 g) and 13 methyl 4-aminobenzoate (3.02 g) in 7 THF (60 mL) was stirred at room temperature for 3 hrs, and the precipitate was filtered off, washed with ethyl acetate and dried to give light yellow 14 powder (4.73 g, 95%), m.p. 190-192° C. 1H NMR (400 MHz, DMSO) δ (ppm) 10.63 (1H, s), 7.92 (2H, d, J=8.70 Hz), 7.75 (2H, d, J=8.70 Hz), 6.45 (1H, d, J=12.00 Hz), 6.33 (1H, d, J=12.00 Hz), 4.27 (2H, q), 1.29 (3H, t); MS (ES) [M+H]+ 250.3.
References:
US2019/92723,2019,A1 Location in patent:Paragraph 0131