Acetone → HCID 20334538, compound

Participants

Reaction Steps

A mixture of 3-amino-4-phenoxy-5-sulfamylbenzoic acid (5 g) and methyl vinyl ketone (5 ml) in ethanol (100 ml) was stirred at reflux for 3 days. After cooling, the product 3-(γ-oxobutylamino)-4-phenoxy-5-sulfamylbenzoic acid was collected to give 5.05 g (82%) in two crops of colorless solid. An analytical sample from aq. acetone had m.p. 215°-215.5°; ir (Nujol) 3400, 3250, 1710, 1695, 1615, 1590, and 1570 cm-1 ; nmr (CDCl3 /d6 -DMSO/D2O-washed) 2.00 (s, CH3), 2.60 (t, CH2), 3.37 (t, CH2), 6.8-7.4 (m, C6H5), 7.60 (d, J=2, CH), and 7.93 (d, CH); mass spectrum was of decomposition products, 308 (100%).

Provenance & Evidence