6,7-Dibromo-8-nitro-2,3-dihydrobenzo[1,4]dioxine-5-carboxylic acid synthesis

2synthesis methods

Product Name:6,7-Dibromo-8-nitro-2,3-dihydrobenzo[1,4]dioxine-5-carboxylic acid
CAS Number:66411-18-5
Molecular formula:C9H5Br2NO6
Molecular Weight:382.95

66411-17-4 Synthesis

6,7-Dibromo-2,3-dihydrobenzo[1,4]dioxine-5-carboxylic acid

66411-17-4
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6,7-Dibromo-8-nitro-2,3-dihydrobenzo[1,4]dioxine-5-carboxylic acid

66411-18-5
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Yield:66411-18-5 93%

Reaction Conditions:

with sulfuric acid;nitric acid;acetic acid at 0 - 25; for 2 h;Temperature;

Steps:

2 Step 2 - 6,7-Dibromo-5-nitro-2,3-dihydro-1,4-benzodioxine-8-carboxylic acid

To a solution of 6,7-dibromo-2,3-dihydro-1,4-benzodioxine-5-carboxylic acid (1.80 g, 5.33 mmol) in AcOH (27 mL) was added H2SO4 (18 mL) at 0 °C. Then HNO3 (671 mg, 10.6 mmol) was added dropwise at 0 °C. Then the mixture was warmed to 25 °C for 2 hours. On completion, the mixture was concentrated to give the title compound (1.90 g, 93% yield) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ 7.03 (d, J = 8.4 Hz, 1H), 6.01 (dd, J = 2.4, 8.0 Hz, 2H).

References:

WO2021/188948,2021,A1 Location in patent:Paragraph 001773; 001776-001777; 001916; 001919-001920

4442-53-9 Synthesis

2,3-Dihydro-1,4-benzodioxine-5-carboxylic acid

4442-53-9
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66411-18-5
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References

6,7-Dibromo-8-nitro-2,3-dihydrobenzo[1,4]dioxine-5-carboxylic acid Related Search:

4,5-DIBROMOVERATROLE 2-BROMO-4-NITROBENZOIC ACID 3-Methoxy-4-nitrobenzoic acid 4-Bromo-3-nitrophenol 6-BROMO-2-HYDROXY-3-METHOXYBENZALDEHYDE 2,3-Dihydro-1,4-benzodioxine-5-carboxylic acid 2-ETHOXY-4-NITROBENZOIC ACID 6,7-Dibromo-2,3-dihydrobenzo[1,4]dioxine-5-carboxylic acid 5-BROMO-2-HYDROXY-3-METHOXYBENZOIC ACID 5-BROMO-3-ETHOXY-2-HYDROXYBENZALDEHYDE