4-Chloroaniline → 4-chloro-N-(2,6-difluorobenzylidene)aniline

HRID 1920084Notes

Reaction equation

HRID 1920084 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[F:9][C:10]1[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[C:11]=1[CH:12]=O>CO>[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([N:6]=[CH:12][C:11]2[C:10]([F:9])=[CH:17][CH:16]=[CH:15][C:14]=2[F:18])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 78124-ChloroanilineHCID 1362842,6-Difluorobenzaldehyde

Product 1

HCID 581495364-chloro-N-(2,6-difluorobenzylidene)aniline

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4-chloroaniline (1.84 g, 14.1 mmol) and 2,6-difluorobenzaldehyde 115 (1.55 mL, 14.1 mmol) in methanol (MeOH, 30 mL) was allowed to react for 18 hours at room temperature. The mixture was evaporated giving 4-chloro-N-(2,6-difluorobenzylidene)aniline 116 as a yellow solid.

Workup

  1. customto react for 18 hours at room temperature
  2. customThe mixture was evaporated

Sources & evidence

ORD record
ord-807eb14feed648d2978ead41869f01c5
Source dataset
uspto-grants-2012_05
Patent number
US08168795B2

Reaction notes

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