Pyridine → HCID 565224, compound

HRID 1005473Notes

Reaction equation

HRID 1005473 reaction equation
[CH3:1][C:2]1[C:8]([N+:9]([O-:11])=[O:10])=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].[O:12]1[CH:16]=[CH:15][CH:14]=[C:13]1[C:17](Cl)=[O:18].N1C=CC=CC=1>C(OCC)C>[O:12]1[CH:16]=[CH:15][CH:14]=[C:13]1[C:17]([NH:4][C:3]1[CH:5]=[CH:6][CH:7]=[C:8]([N+:9]([O-:11])=[O:10])[C:2]=1[CH3:1])=[O:18]

Participants

5

Reactant 3

HCID 1049PyridineHCID 117832-Methyl-3-nitroanilineHCID 682422-Furancarbonyl chloride

Product 1

HCID 565224HCID 565224, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 2-methyl-3-nitroaniline (1 mmol) in anhydrous diethyl ether was treated with 2-furoyl chloride (1.1 mmol) and pyridine (3.0 mmol) at 25° C. for 12 h. Extraction and chromatography afforded N-(2-furoyl)-2-methyl-3-nitroaniline as a white solid. TLC: Rf =0.41, 50% EtOAc-hexane.

Workup

  1. extractionExtraction and chromatography

Sources & evidence

ORD record
ord-a26c443e2b7b4e9fb4fc9ed0379566c8
Source dataset
uspto-grants-2000_04
Patent number
US06054587

Reaction notes

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