1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 14207564, compound

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A mixture of 2-(isopropoxy)carbonylamino-4-benzyloxy-6-methyl-benzoic acid (97 mg, 0.000282 mol) and 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride (EDCI) (200 mg) in methylene chloride (20 ml) was stirred at room temperature for 2 days. The solution was diluted with methylene chloride and extracted with water. The methylene chloride was further washed with brine solution, dried over sodium sulphate and evaporated to give a yellow solid. This material was further purified by column chromatography (5% ethyl acetate: pet. ether 30-60) to give 2-isopropoxy-5-methyl-7-benzyloxy-4H-3,1-benzoxazin-4-one (55 mg), m.p. 137°-138° C., IR (CHCl3): 1755, 1640, 1605, 1569, 1460 cm-1. H--NMR (CDCl3): 1.4 (d, 6H, CH3CHCH3), 2.7 (s, 3H, CH3), 5.15 (s, 2H, OCH2Ph), 5.30 (p, 1H, CH), 6.8 (s, 1H, ArH), 7.40 (s, 5H, Ph).

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