Acetic Anhydride → N-[2-[2-(2-chlorophenyl)phenyl]ethanimidoyl]acetamide

HRID 2169124Notes

Reaction equation

HRID 2169124 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[Cl:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH2:21][C:22]([NH:24]O)=[NH:23]>O>[Cl:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH2:21][C:22]([NH:24][C:5](=[O:7])[CH3:6])=[NH:23]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 178510758HCID 178510758, compound

Product 1

HCID 140646908N-[2-[2-(2-chlorophenyl)phenyl]ethanimidoyl]acetamideYield 85.88%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 10 mL acetic anhydride was added 2-(2′-chloro-biphenyl-2-yl)-N-hydroxy-acetamidine (16) (2 g, 7.692 mmol). The mixture was stirred for 6 h at room temperature. After completion of the reaction, water was added, the mixture was extracted with ethyl acetate, evaporated, dried and purified using a CombiFlash column using 25% ethyl acetate in hexane to get 2-(2′-chloro-biphenyl-2-yl)-N-acetyl-acetamidine (17) (2 g, 85.88%) as an off-white solid.

Workup

  1. additionwas added
  2. extractionthe mixture was extracted with ethyl acetate
  3. customevaporated
  4. customdried
  5. custompurified

Sources & evidence

ORD record
ord-938ae7abae8a4e1d9aa3999584d081e0
Source dataset
uspto-grants-2015_06
Patent number
US09045486B2

Reaction notes

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