Hydrochloric Acid → HCID 57590531, compound

Participants

Reaction Steps

A mixture of 4-(4-nitrobenzoxazol-2-yl)piperazine-1-carboxylic acid benzyl ester, from Example 7 (35.7 mmol theory), SnCl2 (40.25 g, 178.4 mmol), and concentrated HCl solution (4.46 mL) in EtOH was heated at 70° C. overnight, cooled, diluted with 20% MeOH in CH2Cl2, neutralized with NaOH to pH 8-10 and extracted with CHCl3. The extracts were combined, dried over Na2SO4, concentrated, and purified by chromatography with 1-5% MeOH in CH2Cl2 to provide the title compound (3.0 g, 24% overall yield from 4-nitro-3H-benzoxazole-2-thione), characterized by NMR and mass spectral analyses.

Provenance & Evidence