6-BROMO-2-METHYL-2H-BENZO[B][1,4]OXAZIN-3(4H)-ONE synthesis
- Product Name:6-BROMO-2-METHYL-2H-BENZO[B][1,4]OXAZIN-3(4H)-ONE
- CAS Number:221311-16-6
- Molecular formula:C9H8BrNO2
- Molecular Weight:242.07
7623-09-8
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40925-68-6
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221311-16-6
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Yield:221311-16-6 97%
Reaction Conditions:
with sodium hydrogencarbonate in 1,2-dimethoxyethane;water at 90; for 16 h;
Steps:
1 6-Bromo-2-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one
To a mixture of 2-amino-4-bromophenol (2.0 g, 10.7mmol), NaHC03 (2.7 g, 32.1 mmol) in DME : H20 (4: 1 , 20ml_) was added 2-chloropropanoyl chloride (1.3mL, 12.8mmol) at rt. The reaction mixture was stirred at 90°C for 16 h. The TLC showed reaction to be complete. The reaction mixture was diluted with water (50ml_) and extracted with EtOAc (3X50ml_). The organics were dried (Na2S04), filtered and concentrated under reduced pressure to give 6-bromo-2-methyl-2H- benzo[f>][1 ,4]oxazin-3(4H)-one as a brown solid. Yield: 2.5g (97%). 1 H NMR (400 MHz, DMSO-de): δ 10.74 (bs, 1 H), 6.88-7.12 (m, 3H), 4.68 (q, J = 6.7 Hz, 1 H), 1.41 (d, J = 6.7 Hz, 3H). MS (ESI-) for CHNOS m/z 239. 93[M-H]
References:
WO2019/86890,2019,A1 Location in patent:Page/Page column 90
40925-68-6
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563-76-8
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221311-16-6
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221311-16-6
41 suppliers
$150.00/250mg