Hydrochloric Acid → HCID 13474400, compound

Participants

Reaction Steps

A solution of butyl lithium in hexane (2.7M, 9.8 ml) was added to a stirred solution of 1,5-dimethyltetrazole (2.6 g) in dry tetrahydrofuran (25 ml) at 0° under nitrogen. After 1 hour, 6,7-dimethyl-1H-3,1-benzoxazine-2,4-dione (1.69 g) was added and stirring was continued for 4 hours. The mixture was poured into water (200 ml), acidified with hydrochloric acid (5N) to pH 1, neutralised with aqueous sodium hydroxide (5N) and extracted with dichloromethane (3×100 ml). The combined extracts were dried and evaporated under reduced pressure. The residue was triturated with water to give a yellow solid which was collected by filtration and dried to give the novel compound 1-(2-amino-4,5-dimethylphenyl)-2-(1-methyl-1H-tetrazol-5-yl)ethanone, m.p. 162°-165°.

Provenance & Evidence