2-Aminobiphenyl → 2-Acetamidobiphenyl

HRID 1401117Notes

Reaction equation

HRID 1401117 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH3:14][C:15](OC(C)=O)=[O:16]>>[C:15]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)(=[O:16])[CH3:14]

Participants

3

Reactant 2

HCID 70152-AminobiphenylHCID 7918Acetic Anhydride2×

Product 1

HCID 164472-Acetamidobiphenyl

Procedure

2-Aminobiphenyl a (21.9289 g, 130 mmol) was dissolved in Ac2O (30 mL, 318 mmol) and stirred 10 minutes. An additional portion of Ac2O (10 mL, 106 mmol) was added then stirred for 10 more minutes. The sample was poured onto ice. The resulting solid was vacuum filtered and washed with H2O to give N-acetyl-2-aminobiphenyl b (26.955 g, 128 mmol, 98%).

Workup

  1. stirringthen stirred for 10 more minutes
  2. additionThe sample was poured onto ice
  3. filtrationfiltered
  4. washwashed with H2O

Sources & evidence

ORD record
ord-2352286e7d764f0fab7861891fbec9a8
Source dataset
uspto-grants-2014_12
Patent number
US08907092B2

Reaction notes

Loading…