Hydrochloric Acid → HCID 14424003, compound

Participants

Reaction Steps

A solution of 1.3 g of sodium nitrite in 3 ml of water is added to a mixture of 4.8 g of 6-amino-2-benzyl-3-oxo-1,4-benzoxazine, 3 ml of conc. hydrochloric acid and 60 ml of acetone. After the mixture is stirred at room temperature for 30 minutes, 10.6 ml of methyl acrylate are added thereto, and 500 mg of copper oxide (I) are added gradually at a temperature of 35° to 40° C. After stirring for 30 minutes, the mixture is poured into water and extracted with ethyl acetate. The extract is washed, dried and evaporated to remove the solvent. The residue is purified by silica gel column chromatography (solvent; chloroform:methanol=100:1) to give 4.95 g of crude methyl 3-(2-benzyl-3-oxo-1,4-benzoxazin-6-yl)-2-chloropropionate.

Provenance & Evidence