ChemicalBook CAS DataBase List 4,5-Dimethoxy-2-nitrobenzoic acid

4,5-Dimethoxy-2-nitrobenzoic acid synthesis

11synthesis methods

Product Name:4,5-Dimethoxy-2-nitrobenzoic acid
CAS Number:4998-07-6
Molecular formula:C9H9NO6
Molecular Weight:227.17

In 3,4-dimethoxy-6-nitrobenzaldehyde (10 g)The reaction medium (20 mL of water, 30 mL of methanol)Acetic acid (3.5 mL), 30% hydrogen peroxide (9 mL)Stir well and add sodium chlorite (content 80%, 9g) in water (5mL); Stirring warming to about 50, monitoring the reaction, After the reaction was completed, sodium bisulfite (10.5 g) was added to quench the reaction, The solvent was evaporated to dryness, the product was dissolved in a solution of sodium hydroxide (6g × 10mL)Filtered to remove impurities, the filtrate was added sulfuric acid to pH 1 precipitated product, Filter and dry and obtained product 4,5-Dimethoxy-2-nitrobenzoic acid 10g (93% yield, high-performance liquid chromatography 99.5% purity).

93-07-2 Synthesis

93-07-2
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$5.00/5g

4998-07-6
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$6.00/5g

Yield:4998-07-6 77%

Reaction Conditions:

with nitric acid in water at 60; for 6 h;Cooling with ice;

Steps:

4.1.12. 3-(3-(6,7-Dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)propyl)-6,7-dimethoxyquinazolin-4(3H)-one (8a)
To a 100 mL flask was added 3,4-dimethoxybenzoic acid (10 g,54.9 mmol) and nitric acid (50 mL, 20%) in an ice-bath. The reactionmixture was then stirred at 60 °C for 6 h. After cooling to rt, themixture was poured onto ice-water. The solid was filtered, washedwith water, dried. The crude was purified by a silica gel column toafford 2-nitro-4,5-dimethoxybenaoic acid as a light yellow solid(9.6 g, yield 77%). mp 195-197 °C; 1H NMR (CDCl3, ppm): d 7.42 (s,1H), 7.26 (s, 1H), 4.03 (s, 3H), 4.02 (s, 3H).

References:

Sun, Yu-Tong;Wang, Gui-Fei;Yang, Yi-Qiu;Jin, Fujun;Wang, Yifei;Xie, Xiao-Yang;Mach, Robert H.;Huang, Yun-Sheng [European Journal of Medicinal Chemistry,2018,vol. 147,p. 227 - 237]

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20357-25-9 Synthesis