ChemicalBook CAS DataBase List 4-METHOXY-3-NITROANILINE

4-METHOXY-3-NITROANILINE synthesis

9synthesis methods

Product Name:4-METHOXY-3-NITROANILINE
CAS Number:577-72-0
Molecular formula:C7H8N2O3
Molecular Weight:168.15

119-34-6

74-88-4

577-72-0

2-Nitro-4-aminophenol (10.0 g, 64.9 mmol) was used as starting material and mixed with cesium carbonate (21 g, 64 mmol) and iodomethane (9.22 g, 64.9 mmol) in acetonitrile (1500 mL). The reaction mixture was heated to reflux for 5 hours. After completion of the reaction, the mixture was cooled to room temperature and filtered to remove insoluble solids. The filtrate was concentrated under reduced pressure to remove the solvent, and the resulting crude product was purified by fast column chromatography (eluent: chloroform) to give 5.03 g of 4-methoxy-3-nitroaniline in 46% yield as a red oil. The structure of the product was confirmed by 1H NMR (DMSO-d6) δ 7.09-7.03 (m, 2H), 6.87 (d, J=3Hz, 1H), 5.21 (bs, 2H), 3.77 (s, 3H) and HRMS (EI) m/z 168.0497 (M+1). Elemental analysis results (C7H8N2O3): calculated values C 50.00, H 4.80, N 16.66; measured values C 50.20, H 5.07, N 16.60.

119-27-7 Synthesis

119-27-7
6 suppliers
$658.00/2500g

577-72-0
150 suppliers
$45.00/50mg

Yield:577-72-0 98.1%

Reaction Conditions:

with PdCu/graphene double-metal catalyst at 60; under 7500.75 Torr; for 0.583333 h;Pressure;Time;Reagent/catalyst;

Steps:

7

The prepared 2,4-dinitroanisole (II) was dissolved in 2 kg of methanol solution, followed by the addition of 60 g of Example 1PdCu / graphene bimetallic catalyst prepared by catalytic hydrogenation reduction reaction,Reaction pressure is 1Mpa,Reaction temperature is 60 ,Reaction time 35min,The reaction is over.After the filter to remove the catalyst,Distillation recovery of methanol,Washed,749.26 g of 4-amino-2-nitroanisole (III) (HPLC purity 99.6%) was obtained,Yield 98.1%.

References:

CN107673976,2018,A Location in patent:Paragraph 0059-0060; 0072; 0081