4-Toluenesulfonyl chloride → HCID 9554926, compound

Participants

Reaction Steps

A mixture of (Z)—N-hydroxybenzimidoyl cyanide (Preparation 103A, 8 g, 55.1 mmol) and 4-methylbenzene-1-sulfonyl chloride (10.51 g, 55.1 mmol) in toluene (70 mL) was heated to reflux. After refluxing for 2 h, the reaction was cooled, diluted with EtOAc (100 mL) and washed with water (50 mL) and brine (50 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated to yield (Z)—N-(tosyloxy)benzimidoyl cyanide (10 g, 33.3 mmol, 60.4% yield) as a light yellow solid.

Provenance & Evidence