Acetic Acid → HCID 178467281, compound

Participants

Reaction Steps

2.51 g. (10 mmole) resazurin sodium salt and 4.17 g. (22 mmole) stannous chloride were heated under reflux for 1 hour in a mixture of 6.7 ml. (72 mmole) acetic anhydride and 8 ml. glacial acetic acid, a clear brown solution gradually being formed. About 30 ml. methanol were then added thereto in an ice bath, while stirring, spontaneous crystallisation thereby taking place. After 20 hours at 0° C., the crystals were filtered off with suction, washed with ice cold isopropanol and petroleum ether and dried in a vacuum over anhydrous calcium chloride. There were obtained 2.64 g. (77% of theory) of beige coloured needles; m.p. 208° C. Rf value: 0.45 (TLC on silica gel; chloroform/ethyl acetate 2:1 v/v).

Provenance & Evidence