2-Aminobiphenyl → 2-Acetamidobiphenyl

HRID 887990Notes

Reaction equation

HRID 887990 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-8626a8ab144c4df196d49547f4f02a7f
Source dataset
uspto-grants-2012_08
Patent number
US08247557B2

Reaction notes

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