Phosphorus oxychloride → HCID 178492805, compound

Participants

Reaction Steps

The compound was synthesized starting from (3,4-dimethoxyphenylsulfonyl)acetic acid (261 mg; 1 mmol), benzimidazol-5-carbohydrazide (176 mg; 1 mmol), Lawesson's reagent (606 mg; 1.5 mmol) and POCl3 (0.137 ml; 1.5 mmol) as described in method 3 but purified by flash chromatography on silica using a CHCl3/MeOH gradient; yield: 0.026 g (6.3%); MS m/z: 417.2 [M+H]hu +; 1H-NMR (DMSO d6, 400 MHz): δ 3.76 (s, 3H); 3.81 (s, 3H); 5.38 (s, 2H); 7.13 (d, 1H3J=8.7 Hz); 7.30 (d, 1H, 4J=2.1 Hz); 7.36 (dd, 1H, 4J=2.1 Hz, 3J=8.7 Hz); 7.69-7.71 (m, 1H); 7.78-7.80 (m, 1H); 8.16 (br s, 1H); 8.35 (s, 1H); 12.76 (br s, 1H); HPLC (METHOD [A]): rt 10.63 min (97.8%)

Provenance & Evidence