Ammonia → HCID 85719099, compound

Participants

Reaction Steps

1.7 g of ammonium thiocyanate are dissolved in 30 ml of acetone, 2.6 ml of benzoyl chloride are then added and the reaction mixture is heated at reflux for 15 minutes. 2.7 g of 6-methyl-5-isoquinolylamine (Compound 28), dissolved in 20 ml of acetone, are added. The reaction mixture is heated for 30 minutes and then evaporated to dryness. The residue is taken up in water and the remaining precipitate is filtered off. The compound thus obtained is deprotected with 10 ml of a 30% ammonia solution and 20 ml of ethanol at reflux for 2 hours. Evaporation is carried out to dryness and the residue is triturated in a 75/25 (v/v) ethyl acetate/hexane mixture, to obtain 3.5 g of a white powder. 1H NMR (CDCl3): 2.38 (s, 3H, --CH3), 3.36 (s, 2H, --NH2), 6.58 (s, 1H, --NH--), 7.47-7.60 (m, 2H, H7, H4), 7.98 (m, 1H, H8), 8.50 (m, 1H, H3), 9.26 (s, 1H, H1) .

Provenance & Evidence