Dimethyl Sulfoxide → HCID 178483127, compound

Reaction equation

[NH2:1]/[C:2](/[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[C:3]1\[C:4](=[O:12])[C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[S:7]\1.[C:19]([O-])(=O)C.C[NH3+].CS(C)=O>CO>[CH3:19][NH:1]/[C:2](/[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[C:3]1\[C:4](=[O:12])[C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[S:7]\1

Participants

Procedure

A mixture of 2.53 gm (0.01 mol) of (E)-2-[(amino)phenylmethylene]-benzo[b]thiophen-3(2H)-one, 40.0 gm (0.44 mol) of methylammonium acetate and 10 ml of dimethylsulfoxide was heated for 5 hours to a reaction temperature of 130° to 140° C. Working up was in accordance with Example 65, and the desired compound, m.p. 154°-155° C. (methanol), was obtained with a yield of 58% of theory. The product was identical to that of Example 2 according to elemental analysis and thin-layer chromatogram.