Acetic Anhydride → 4-Acetylamino-3,5-bis-trifluoromethylnitrobenzene

HRID 1415498Notes

Reaction equation

HRID 1415498 reaction equation
[N+:1]([C:4]1[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[C:7]([NH2:8])=[C:6]([C:15]([F:18])([F:17])[F:16])[CH:5]=1)([O-:3])=[O:2].[C:19](OC(=O)C)(=[O:21])[CH3:20]>N1C=CC=CC=1>[C:19]([NH:8][C:7]1[C:6]([C:15]([F:16])([F:17])[F:18])=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:10][C:9]=1[C:11]([F:12])([F:13])[F:14])(=[O:21])[CH3:20]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 213958792,6-Bis(trifluoromethyl)-4-nitroaniline

Product 1

HCID 214827254-Acetylamino-3,5-bis-trifluoromethylnitrobenzene

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 8.2 g. of 4-nitro-2,6-bis-trifluoromethylaniline, 3.6 g. acetic anhydride, and 20 ml. of pyridine is heated for 48 hours on a steam bath. The reaction mixture is poured onto ice water and the solid material is filtered, dried and recrystallized from isopropanol affording 4-acetylamino-3,5-bis-trifluoromethylnitrobenzene.

Workup

  1. additionA mixture of 8.2 g
  2. additionThe reaction mixture is poured onto ice water
  3. filtrationthe solid material is filtered
  4. customdried
  5. customrecrystallized from isopropanol

Sources & evidence

ORD record
ord-fbd09403ab71498cbfabf9234377e8db
Source dataset
uspto-grants-1977_01
Patent number
US04005199

Reaction notes

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