3-Chloro-4-fluoroaniline → HCID 178428214, compound

HRID 268278Notes

Reaction equation

HRID 268278 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[F:9])[NH2:5].Cl.N([C:18]1[C:27]2[C:22](=[CH:23][CH:24]=[C:25]3[N:30]=[CH:29][NH:28][C:26]3=2)[N:21]=[C:20]([CH3:31])[CH:19]=1)C1C=CC=CC=1>C(O)C>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[F:9])[NH:5][C:18]1[C:27]2[C:22](=[CH:23][CH:24]=[C:25]3[N:30]=[CH:29][NH:28][C:26]3=2)[N:21]=[C:20]([CH3:31])[CH:19]=1

Participants

4

Reactant 2

HCID 97083-Chloro-4-fluoroanilineHCID 178428198HCID 178428198, compound

Product 1

HCID 178428214HCID 178428214, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 14.5 g. (0.1 m.) of 3-chloro-4-fluoroaniline, 21.7 g. (0.1 m.) of the compound of Example I, C. and 500 ml. of ethanol was refluxed overnight with stirring. It was then chilled, filtered and the product washed with ether and air-dried to give 25 g. The crude product was recrystallized from 1500 ml. of MeOH to yield 17 g.

Workup

  1. additionA mixture of 14.5 g
  2. temperatureIt was then chilled
  3. filtrationfiltered
  4. washthe product washed with ether
  5. customair-dried
  6. customto give 25 g
  7. customThe crude product was recrystallized from 1500 ml
  8. customof MeOH to yield 17 g

Sources & evidence

ORD record
ord-de839b485f8347e3a6d7f218553e10e7
Source dataset
uspto-grants-1976_03
Patent number
US03947434

Reaction notes

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