tert-Butanol → HCID 19100795, compound

Participants

Reaction Steps

Reaction of 4-cyano-5-methylthio-3-(t-butoxycarbonylamino)thiophene-2-carboxylic acid (9.2 g, 29 mmol), diphenylphosphoryl azide (10.0 g, 36.5 mmol) and triethylamine (4 ml, 29 mmol) in t-butyl alcohol (675 ml) was performed following the procedure outlined in example 1 (Method C). The crude product was purified by flash chromatography on silica gel 60 eluting with toluene graduated to dichloromethane. Recrystallization from toluene/petroleum ether gave 3.0 g of di-t-butyl 4-cyano5-(methylthio)thiophene-2,3-dicarbamate. M.p. 156°-157° C. 1H-NMR (CDCl3, δ): 1.50 (s, 18H), 2.55 (s, 3H), 6.55 (s, 1H), 8.30 (s, 1H).

Provenance & Evidence