Acetic Anhydride → 4'-Bromo-2'-(trifluoromethyl)acetanilide

HRID 439487Notes

Reaction equation

HRID 439487 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[C:9]([F:12])([F:11])[F:10].[C:13](OC(=O)C)(=[O:15])[CH3:14]>>[C:13]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[C:9]([F:12])([F:10])[F:11])(=[O:15])[CH3:14]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 679604-Bromo-2-(trifluoromethyl)aniline

Product 1

HCID 27734174'-Bromo-2'-(trifluoromethyl)acetanilideYield 99.7%

Procedure

A solution of 2-amino-5-bromobenzotrifluoride (1.623 g, 6.76 mmol, Aldrich) in acetic anhydride (10 mL) was stirred at room temperature for 12 h to produce a white needle precipitate. It was filtered to give 1.840 g (99.7%) of title compound. Mp: 140°-2° C., 1HNMR (CDCl3): δ2.212 (s, 3H); 7.358(s, 1H); 7.659(d, 1H, J=8.7 Hz); 7.726(d, 1H, J=1.8 Hz); 8.118 (d, 1H, J=8.4 Hz).

Workup

  1. customto produce a white needle precipitate
  2. filtrationIt was filtered

Sources & evidence

ORD record
ord-30b8b9286bed4964b508a22e33021256
Source dataset
uspto-grants-1996_05
Patent number
US05514680

Reaction notes

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