Aniline → HCID 53753131, compound

HRID 1584555Notes

Reaction equation

HRID 1584555 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:8][CH:9]=[CH:10][CH2:11]Cl>C(#N)C>[Cl:8][CH:9]=[CH:10][CH2:11][NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 248831,3-Dichloropropene

Product 1

HCID 53753131HCID 53753131, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1 mole of aniline was dissolved in 200 mL acetonitrile, and 0.7 mole 1,3-dichloropropene was added. The reaction was heated to reflux overnight with mechanical stirring. The reaction was then filtered and concentrated. Upon distillation, N-(3-chloro-2-propenyl)aniline was obtained as a yellow solid. The main distillation cut contained 65% N-(3-chloro-2-propenyl)aniline by weight.

Workup

  1. temperatureThe reaction was heated
  2. temperatureto reflux overnight with mechanical stirring
  3. filtrationThe reaction was then filtered
  4. concentrationconcentrated
  5. distillationUpon distillation

Sources & evidence

ORD record
ord-5c53a4487a314e7da505717e51fc096f
Source dataset
uspto-grants-1999_08
Patent number
US05932736

Reaction notes

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