6-AMINO-4-METHYL-BENZO[D][1,2]OXAZIN-1-ONE synthesis

Yield:-

Reaction Conditions:

with hydrogenchloride;potassium hydroxide;hydroxylamine hydrochloride;carbon palladium in methanol;ethanol;water;ethyl acetate;pentane;

Steps:

6-Amino-4-methyl-2,3-benzoxazin-1-one

52 g of the acid is hydrogenated in 500 ml of methanol and 500 ml of ethyl acetate with 10 g of palladium/carbon (10%). 45.5 g of the crystalline amino compound is obtained from pentane. 10 g of the amine is refluxed with 100 ml of concentrated hydrochloric acid for 2 hours. The solvent is concentrated by evaporation in a vacuum, and the residue is refluxed with 15.7 g of hydroxylamine hydrochloride, 8.4 g of potassium hydroxide, 120 ml of ethanol and 50 ml of water for 12 hours. It is diluted with water, and the crystals are suctioned off. After drying, 3.5 g of 6-amino-4-methyl-2,3-benzoxazin-1-one is obtained, flash point 291-296° C.

References:

US6323199,2001,B1