Dimethylformamide → 1-Chloro-5-methoxy-4-methyl-2-nitrobenzene

HRID 1063615Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[C:6](F)[C:5]([CH3:9])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].CN([CH:16]=[O:17])C>>[Cl:1][C:2]1[CH:7]=[C:6]([O:17][CH3:16])[C:5]([CH3:9])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11]

Participants

Reactant 2

HCID 6228Dimethylformamide

HCID 875934-Chloro-2-fluoro-5-nitrotoluene

Product 1

HCID 216711071-Chloro-5-methoxy-4-methyl-2-nitrobenzene

Procedure

A solution of 2-chloro-4-floro-5-methylnitrobenzene (1 mmole) in DMF (5 mL) was treated with fresh sodium methoxy (1.1 mmole), and the mixture was stirred for 6 h. Evaporation and chromatography gave 2-chloro-4-methoxy-5-methylnitrobenzene.

Workup

customEvaporation and chromatography

Sources & evidence

ORD record: ord-23287deedc514f49b56bdf8455dd4c18
Source dataset: uspto-grants-2005_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06965033B2

Reaction notes

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