Hydrochloric Acid → 3-(cyclopentylmethylsulfonyl)-N,N-diethyl-1,2,4-triazole-1-carboxamide

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Reaction Steps

Diethylcarbamoyl chloride (0.65 ml; 5.08 mmol) was added to cyclopentylmethyl 1,2,4-triazol-3-yl sulfone (1.00 g; 4.65 mmol) in dry pyridine (5 ml) under dry nitrogen, and the solution stirred at room temperature overnight. The resulting mixture was poured into 2M hydrochloric acid (20 ml) at 3° C. and the mixture extracted into ethyl acetate (3×30 ml). The extracts were combined, dried (Na2SO4), filtered and evaporated, to afford 3-(cyclopentylmethylsulfonyl)-N,N-diethyl-1,2,4-triazole-1-carboxamide (1.44 g; 99%) as white crystals, m.p. 77°-79° C., (Found, C: 49.82; H: 6.75; N: 17.96; S: 10.44. C13H22N4O3S requires C: 49.66; H: 7.05; N: 17.82; S: 10.20%) NMR - d(CDCl3 ; 60 MHz) 1.0-2.6 (15H, m), 3.3-3.8 (6H, m) and 9.0 (1H, s).

Provenance & Evidence