7-AMINO-2,2-DIMETHYL-2H-BENZO[B][1,4]OXAZIN-3(4H)-ONE

30 mM 2, 2-dimethyl-7-nitro-2H-1, 4-benzoxazol-3 (4H) -one was added100 mL of solvent (EtOH: H20 = 3: 1)Under stirring at room temperature, 10 mM ammonium chloride and 30 mM iron powder were further added, and the mixture was heated to 90 ° C. and refluxed for 1-2 hours.After the TLC detection of the reaction is over, the excess iron powder is filtered while hot, after the reaction solution is cooled and the solvent is distilled off under reduced pressure, The residual solid was adjusted to pH 10 with an aqueous solution of potassium carbonate, precipitated with a solid, filtered, The filter cake was washed with cooling water and dried in vacuo to give pure intermediate product as 4.23 g of a yellow powder, Yield 73.4percent. This intermediate was used directly in the next reaction without further purification(2) Preparation of 7-amino-2, 2-dimethyl-2H-1, 4-benzoxazin-3(4H)-one A mixture of the compound (wet material: 384.6 g) obtained in the above step (1), methanol (2880 mL), and 20percent palladium hydroxide carbon (13.8 g) was stirred under hydrogen pressure (0.1 MPa) at 40°C until hydrogen absorption terminated (about 4 hours). The reaction mixture was filtered, and the unfiltered residue was washed with methanol (300 mL). The filtrate and the washings were combined, then concentrated under reduced pressure at 50°C or lower, to the residue were added methanol (288 mL) and water (1440 mL), and the mixture was stirred at 50°C for about 1 hour. The mixture was cooled to 25°C, then stirred for 30 minutes, the precipitated crystals were collected by filtration, washed with water (1440 mL), and then dried to obtain the title compound (163.94 g) as red-brown crystals (yield: 66percent, purity: 100percent). MS: ESI-MS m/Z: 193 [M+H]

Molecular Weight:192.21
XLogP3:0.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Exact Mass:192.089877630
Monoisotopic Mass:192.089877630
Topological Polar Surface Area:64.4
Heavy Atom Count:14
Complexity:253
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes