N-Methylaniline → HCID 23117536, compound

HRID 1178342Notes

Reaction equation

HRID 1178342 reaction equation
[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:9](Cl)(=[O:13])[C:10]([Cl:12])=[O:11]>C1(C)C=CC=CC=1>[CH3:1][N:2]([C:9](=[O:13])[C:10]([Cl:12])=[O:11])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 7515N-MethylanilineHCID 65578Oxalyl chloride

Product 1

HCID 23117536HCID 23117536, compoundYield 86.8%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

N-methylaniline (1.0 g) was dissolved in toluene (10 mL). Under cooling with ice, oxalyl chloride (4.07 mL) was added thereto, and the temperature of the mixture was lowered to room temperature, followed by stirring for 1 hour. The reaction mixture was concentrated under reduced pressure, to thereby give the title compound (1.06 g, 86.8%) as a brown oil. The compound was used without further purification.

Workup

  1. additionwas added
  2. customwas lowered to room temperature
  3. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-27954e0ba9dd44ef9e54858205ac91cf
Source dataset
uspto-grants-2007_10
Patent number
US07276511B2

Reaction notes

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