2-CHLORO-3-NITROTOLUENE synthesis
- Product Name:2-CHLORO-3-NITROTOLUENE
- CAS Number:3970-40-9
- Molecular formula:C7H6ClNO2
- Molecular Weight:171.58
570-24-1
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3970-40-9
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Yield:3970-40-9 82%
Reaction Conditions:
with tert.-butylnitrite;copper(l) chloride in acetonitrile at 65; for 3 h;Inert atmosphere;
Steps:
80.1 1. Synthesis of 2-chloro-l -methyl- 3 -nitrobenzene
A solution of 2-methyl-6-nitroaniline (25 g, 0.16 mol) in acetonitrile (300 mL) was added to a solution of ie/ -butyl nitrite (34 g, 0.33 mol, 39 mL) and Cu(I)Cl (24 g, 0.25 mol) in acetonitrile (300 mL). The reaction mixture was then heated to 65 °C under an atmosphere of N2 and was stirred at that temperature for 3 h. The reaction mixture was cooled to ambient temperature, filtered, and the filtrate was concentrated in vacuo. The crude material was purified by silica-gel column chromatography (petroleum ether/EtOAc, 100:1) to give 2-chloro-l-methyl- 3 -nitrobenzene as a yellow oil (23 g, yield: 82%) 1H NMR (400 MHz, DMSO-i) d: 7.84 (d, J = 8.0 Hz, 1H), 7.68 (d, J = 8.0 Hz, 1H), 7.50-7.46 (m, 1H), 2.44 (s, 3H).
References:
BIOGEN MA INC.;HOPKINS, Brian, T.;MA, Bin;PRINCE, Robin;MARX, Isaac;SCHULZ, Jürgen;NEVALAINEN, Marta;DECHANTSREITER, Michael WO2019/222101, 2019, A1 Location in patent:Page/Page column 189-190
13506-76-8
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3970-40-9
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120-66-1
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3970-40-9
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59907-22-1
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3970-40-9
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95-49-8
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7697-37-2
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83-42-1
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13290-74-9
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3970-40-9
196 suppliers
$8.00/1g