3,6-Dimethoxy-2-nitroaniline synthesis
- Product Name:3,6-Dimethoxy-2-nitroaniline
- CAS Number:26002-57-3
- Molecular formula:C8H10N2O4
- Molecular Weight:198.18
6945-76-2
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Yield:26002-57-3 95%
Reaction Conditions:
Stage #1: 2,3-dinitro-1,4-dimethoxybenzenewith iron(III) trichloride hexahydrate in methanol at 65; for 1 h;
Stage #2: with hydrazine hydrate monohydrate in methanol at 65; for 1 h;
Steps:
4.1.5. Synthesis of 3,6-dimethoxy-2-nitroaniline (6)
A mixture of 1,4-dimethoxy-2,3-dinitrobenzene (4.56 g, 20 mmol) (1), activated charcoal (0.8 g), iron (III) chloride hexahydrate (324.4 mg, 1.2 mmol) in methanol (25 mL), was stirred at 65°C for 1 h. Then, hydrazine monohydrate (3.84 mL, 79 mmol) was added drop wise and stirred at 65°C for 1 h. The reaction was allowed to cool to room temperature and the solids were filtered and washed with methanol. The filtrate was dried (MgSO4), concentrated and the residue was purified by column chromatography (ethyl acetate/hexane, 1:1) to give 6 as an orange solid (3.76 g, 95%), mp 68-69°C (lit. [28] 67-68°C).
References:
López-Lira, Claudia;Tapia, Ricardo A.;Herrera, Alejandra;Lapier, Michel;Maya, Juan D.;Soto-Delgado, Jorge;Oliver, Allen G.;Graham Lappin;Uriarte, Eugenio [Bioorganic Chemistry,2021,vol. 111,art. no. 104823]
150-78-7
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110-86-1
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89-39-4
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6313-37-7
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26002-57-3
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26002-58-4
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26002-57-3
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