Stannous chloride dihydrate → N4-(3-Ethynylphenyl)quinazoline-4,6-diamine

Participants

Reaction Steps

A mixture of N-(3-ethynylphenyl)-6-nitroquinazolin-4-amine (1.00 g, 3.45 mmol) and SnCl2.2H2O (3.10 g, 13.8 mmol) in ethyl acetate (35 mL) was refluxed for 2 h and then cooled to room temperature. After its pH was adjusted to 9-10 with 5% aqueous NaHCO3, the mixture was subject to extraction with EtOAc. The combined organic layers were washed with saturated brine and H2O and dried. The solvent was removed under reduced pressure to provide 0.79 g (89%) of N4-(3-ethynylphenyl)quinazoline-4,6-diamine as a yellow solid.

Provenance & Evidence