Carbon Disulfide → 5-Methyl-2-pyridyldithiocarbamic acid triethylamine salt

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Reaction Steps

2-Amino-5-methylpyridine (21.6 g., 0.2 mol.) was suspended in triethylamine (60 ml.) and carbon disulphide (30 ml.) was added. The mixture was shaken at room temperature for 3 hours. The pale yellow solid precipitate was filtered off and washed with ether to give 5-methyl-2-pyridyldithiocarbamic acid triethylamine salt (37.7 g., 66%). This material was suspended in ethanol (100 ml.) and stirred at room temperature. Benzyl chloride (16.5 g., 15 ml.) was added dropwise. After 2 hours, a clear solution was obtained. Water was added and the precipitated benzyl ester collected. After washing with water and petrol ether (40°-60° C.), the product weighed 33.8 g. (m.pt. 141° C.).

Provenance & Evidence