Benzaldehyde → HCID 12129977, compound

HRID 1461568Notes

Reaction equation

HRID 1461568 reaction equation
[F:1][C:2]1[CH:8]=[C:7]([F:9])[CH:6]=[CH:5][C:3]=1[NH2:4].[CH:10](=O)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C1(C)C=CC=CC=1>O>[CH:10](=[N:4][C:3]1[CH:5]=[CH:6][C:7]([F:9])=[CH:8][C:2]=1[F:1])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 1140TolueneHCID 97092,4-Difluoroaniline

Product 1

HCID 12129977HCID 12129977, compoundYield 95.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

322.8 g (2.5 mol) of 2,4-difluoroaniline, 265.3 g (2.5 mol) of benzaldehyde and 1000 ml of toluene are heated to reflux, and the water formed is removed for 5 hours at 90°-105° C. using a water separator. The toluene is removed by distillation on a vacuum rotary evaporator, and the product is recrystallized from hexane, to give 516.9 g (92.5 % of theory) of N-benzal-2,4-difluoroaniline, which melts at 51°-52° C.

Workup

  1. temperatureto reflux
  2. customis removed for 5 hours at 90°-105° C.
  3. customThe toluene is removed by distillation on a vacuum rotary evaporator
  4. customthe product is recrystallized from hexane

Sources & evidence

ORD record
ord-d45d1a52d37a4ee5a7f722e9f838f4ce
Source dataset
uspto-grants-1991_12
Patent number
US05075467

Reaction notes

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