4-Methylphenyl isocyanate → HCID 9884589, compound

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Reaction Steps

A solution of the N-methyl-3-amino-5-tert-butylthiophene-2-carboxamide (0.60 g, 2.83 mmol) and 4-methylphenyl isocyanate (0.36 mL, 2.83 mmol) in toluene (2 mL) was heated at the reflux temp. for 18 h. The resulting solution was concentrated under reduced pressure and the resulting solid was purified by flash chromatography (EtOAc/CH2Cl2) affording N-(2-methylcarbamoyl-5-tert-butyl-3-thienyl)-N′-(4-methylphenyl)urea (0.42 g, 44%): mp 202-4° C.; 1H NMR (CDCl3) δ1.38 (s, 9H), 2.31 (s, 3H), 2.91 (d, J=4.9 Hz, 3H), 5.59 (bs, 1H), 7.11 (d, J=8.5 Hz, 2H), 7.29 (d, J=8.5 Hz, 2H), 7.90 (s, 1H), 10.53 (s, 1H).

Provenance & Evidence