2,2-DIMETHYL-7-NITRO-2H-BENZO[B][1,4]OXAZIN-3(4H)-ONE synthesis
- Product Name:2,2-DIMETHYL-7-NITRO-2H-BENZO[B][1,4]OXAZIN-3(4H)-ONE
- CAS Number:85160-83-4
- Molecular formula:C10H10N2O4
- Molecular Weight:222.2
600-00-0
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Yield:85160-83-4 348.6 g
Reaction Conditions:
with potassium carbonate in dimethyl sulfoxide at 26 - 30; for 24 h;
Steps:
1.1 (1)
Preparation of 2,2-dimethyl-7-nitro-2H-1,4-benzoxazin-3(4H)-one
(1)
Preparation of 2,2-dimethyl-7-nitro-2H-1,4-benzoxazin-3(4H)-one
To a solution of 2-amino-5-nitrophenol (200 g) in dimethylsulfoxide (1000 mL) was added anhydrous potassium carbonate (269 g) under stirring at 30°C or lower, then to the mixture was added ethyl 2-bromo-2-methylpropionate (278.4 g) at 30°C or lower, and the mixture was stirred at 26°C for 24 hours.
To the reaction mixture was added water (2000 mL) at 40°C or lower, and then stirred at room temperature for 3 hours.
The reaction product was collected by filtration, and successively washed with dimethylsulfoxide/water (2:1, 800 mL) and water (3200 mL) to obtain the title compound (348.6 g) as a yellow solid (wet material) (yield: 121%, purity: 96%).
MS: ESI-MS m/Z: 223 [M+H]+
1 H-NMR (CDCl3): δ 1.59 (6H, s), 6.95 (1H, d), 7.87 (1H, d), 7.92 (1H, dd), 9.38 (1H, brs)
References:
EP2883870,2015,A1 Location in patent:Paragraph 0073; 0074
600-00-0
262 suppliers
$13.00/5g
85160-83-4
43 suppliers
$27.00/100mg
114254-56-7
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85160-83-4
43 suppliers
$27.00/100mg
121-88-0
9 suppliers
$10.00/5g
85160-83-4
43 suppliers
$27.00/100mg