Sodium bis(trimethylsilyl)amide → HCID 54738224, compound

Participants

Reaction Steps

6.3 g (16.12 mmol) of 4-chloro-N-(4-phenylbutylthio)acetyl-anthranilic acid methyl ester are placed in 60 ml of tetrahydrofuran at 0°, and 48.3 ml of a 1-molar solution of sodium bis-trimethylsilylamide are added dropwise thereto. The mixture is then stirred for 30 minutes at room temperature. The reaction mixture is poured into 200 ml of 2N hydrochloric acid/ice and the resulting white suspension is filtered with suction and the colourless crystals are dried under a high vacuum at 60°. 7-chloro-3-(4-phenylbutylthio)-4-hydroxy-2(1H)-quinolone is obtained in the form of colourless crystals having a melting point of 176°.

Provenance & Evidence