Dimethylformamide → HCID 20519109, compound

HRID 2198508Notes

Reaction equation

HRID 2198508 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([NH:12][C:13]1[CH:14]=[C:15]([CH:24]=[CH:25][CH:26]=1)[O:16][CH:17]([CH3:23])[C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:6]=[N:5]2.[H-].[Na+].CI.[CH3:31]N(C)C=O>O>[CH3:31][N:12]([C:13]1[CH:14]=[C:15]([CH:24]=[CH:25][CH:26]=1)[O:16][CH:17]([CH3:23])[C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:7]1[CH:6]=[N:5][C:4]2[C:9](=[CH:10][CH:11]=[C:2]([Cl:1])[CH:3]=2)[N:8]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 20519103HCID 20519103, compound

Product 1

HCID 20519109HCID 20519109, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of ethyl 2-{3-[N-(6-chloroquinoxalin-2-yl)amino]phenoxy}propionate (10 mmole), sodium hydride (10 mmole), methyl iodide (50 mmole) and dimethylformamide (50 ml) was stirred at room temperature for a period of 3 hours. Water was added to the reaction mixture and the precipitated product was collected by filtration. The product was purified by chromatography over alumina (eluent dichloromethane) to give ethyl 2-{3-[N-methyl-N-(6-chloroquinoxalin-2-yl)amino]phenoxy}propionate as an oil.

Workup

  1. filtrationthe precipitated product was collected by filtration
  2. customThe product was purified by chromatography over alumina (eluent dichloromethane)

Sources & evidence

ORD record
ord-a44e49b3549945e3bb8be9ff96605eb3
Source dataset
uspto-grants-1982_11
Patent number
US04358307

Reaction notes

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