Ethanethiol → HCID 53773181, compound

Participants

Reaction Conditions

Reaction Steps

A stirred solution of 4-[5-[4-[amino(hydroxyimino)methyl]phenoxy]pentyloxy]-3-methoxy-N,N-bis(1-methylethyl)benzamide (200 mg, 0.4 mmol) in 4 mL of dichloromethane at 0° C. is treated with aluminum chloride (292 mg, 2.2 mmol) and ethanethiol (4 mL, 54 mmol). After stirring at 0° C. for 1 hour, reaction mixture is partitioned between ethyl acetate and saturated ammonium hydroxide solution. The organic phase is dried with magnesium sulfate and concentrated in vacuo. The resulting material is purified by chromatography on silica gel (10 g) with 5% methanol/dichloromethane as the eluent to afford 4-[5-[4-[amino(hydroxyimino)methyl]phenoxy]pentyloxy]-3-hydroxy-N,N-bis(1-methylethyl)benzamide as a colorless foam;

Provenance & Evidence