4-Toluenesulfonyl chloride → 5-(N'-cyano-N"-methylguanidino)pentyl p-toluenesulphonate

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Reaction Steps

A solution of p-toluenesulphonyl chloride (9.11 g) in pyridine (40 ml) was added in portions to a stirred solution of N-cyano-N'-(5-hydroxypentyl)-N"-methylguanidine (8.0 g) in pyridine (40 ml) at -10°. The mixture was stirred at 2° for 40 hours and was poured into ice-water. The aqueous mixture was extracted with chloroform, and the extracts were washed with dilute hydrochloric acid and evaporated to give 5-(N'-cyano-N"-methylguanidino)pentyl p-toluenesulphonate (6.3 g) as an orange oil.

Provenance & Evidence