Ammonium Chloride → HCID 178440037, compound

Participants

Reaction Steps

2-Amino-5-methyl-7-propylimidazo[5,1-f]-as-triazine (Example 4) (1.9 g.) was added to benzyl magnesium chloride (prepared from benzyl chloride (6.3 g.) and magnesium (1.2 g.)) in ether (400 ml.), and the mixture was stirred for 4 hours at room temperature. Aqueous ammonium chloride (50 ml., 20%) was added and the aqueous layer was separated and extracted with ethyl acetate. The extracts were dried over magnesium sulphate, filtered and evaporated and the residue was chromatographed on silica gel (100 g.). Fractions eluted with ethyl acetate were discarded. The fractions eluted with a mixture of ethyl acetate and methanol (4:1) were evaporated to give 2-amino-4-benzyl-3,4-dihydro-5-methyl-7-propylimidazo [5,1-f]-as-triazine as a gum (0.83 g.). This gum (0.7 g.) and acetyl chloride (0.3 ml.) in glacial acetic acid (10 ml.) were heated at 100° for 2.5 hours. Acetic acid was distilled off and the residue was crystallised from a mixture of ethanol and ethyl acetate to give a white solid, m.p. 240°-241°.

Provenance & Evidence