Hydrochloric Acid → HCID 136067190, compound

Participants

Reaction Steps

Semicarbazide hydrochloride (1.50 g, 13.6 mmol) was dissolved in water (15 mL). NaHCO3 (2.40 g, 28.6 mmol) was slowly added to the solution over 30 min at RT followed by the addition of 3,3-dimethylbutyryl chloride (2 g, 14.86 mmol). The mixture was stirred at RT for 12 h followed by the addition of solid NaOH (1.08 g, 27 mmol). The reaction mixture was stirred at 100° C. for 3 h, allowed to cool to RT and stirred for an additional 12 h. The reaction mixture was neutralized by the drop-wise addition of concentrated HCl. The solids were collected by filtration, washed with water, and dried in vacuo to afford 3-neopentyl-1H-1,2,4-triazol-5(4H)-one (0.65 g, 31%) as a white solid. 1H NMR (400 MHz, DMSO-d6): δ 11.12 (s, 1H), 11.10 (s, 1H), 2.20 (s, 2H), 0.90 (s, 9H).

Provenance & Evidence