Aniline → 351325-32-1

HRID 2308274Notes

Reaction equation

HRID 2308274 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:8][CH2:9][C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][CH:18]=1)[C:13](Cl)=[O:14]>C(Cl)Cl>[Cl:8][CH2:9][C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][CH:18]=1)[C:13]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:14]

Participants

4

Reactant 2

HCID 6115AnilineHCID 27333243-(Chloromethyl)benzoyl chloride

Product 1

HCID 22601282351325-32-1Yield 86%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of aniline (0.4 mL, 4.30 mmol) in anhydrous CH2Cl2 (10 mL) was added 3-chloromethylbenzoyl chloride (360 mg, 1.90 mmol). The reaction mixture was allowed to stir at room temperature overnight. The solvent was removed under reduced pressure. Purification of the residue on strong acid ion exchange resin column (elution with methanol) afforded the title compound (400 mg, 86%) as a white solid.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customPurification of the residue
  3. washon strong acid ion exchange resin column (elution with methanol)

Sources & evidence

ORD record
ord-8bd953a8cf214b168946ab2403881161
Source dataset
uspto-grants-2004_12
Patent number
US06835731B2

Reaction notes

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