Ammonium Chloride → HCID 178470224, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of thiazole-2-carbohydrazide (4.2 mmol), ethyl 2-amino-2-thioxoacetate (1 equiv) and ammonium chloride (6 equiv) in ethanol (150 mL) was placed in a sealed tube and this was warmed to 110° C. and stirred at that temperature for 11 days. The reaction solution was cooled to rt and conc. Brine was added and the mixture was adjusted to pH-6 and extracted with EtOAc. The organic phases were dried over Na2SO4, filtered and conc. The crude product was purified using SiO2 chromatography and an appropriate solvent gradient (CH3CN/MeOH/CH2Cl2) to give ethyl 3-(thiazol-2-yl)-1H-1,2,4-triazole-5-carboxylate as an off-white solid (Intermediate-2, 37% yield).

Provenance & Evidence