Tert-Butylamine → N-tert-butyl-2-nitro-4-(trifluoromethyl)aniline

HRID 1256622Notes

Reaction equation

HRID 1256622 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].CN1CCCC1=O.[C:22]([NH2:26])([CH3:25])([CH3:24])[CH3:23]>O>[C:22]([NH:26][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13])([CH3:25])([CH3:24])[CH3:23]

Participants

5

Reactant 3

HCID 6385Tert-ButylamineHCID 13387N-methyl-2-pyrrolidoneHCID 677784-Fluoro-3-nitrobenzotrifluoride

Product 1

HCID 2736447N-tert-butyl-2-nitro-4-(trifluoromethyl)anilineYield 81.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 5.22 g of 4-fluoro-3-nitro-benzo trifluoride and 25 ml of N-methylpyrrolidone was added 3.88 g of tert-butylamine, and the mixture was stirred for 2 hours at room temperature. The reaction mixture was poured into water, the deposited solid was collected by filtration. This solid was washed with water, then, dried under reduced pressure, to obtain 5.35 g of N-tert-butyl-2-nitro-4-trifluoromethylaniline.

Workup

  1. filtrationthe deposited solid was collected by filtration
  2. washThis solid was washed with water
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-5b34e1fa7dc04e48989dd2b8aea57fee
Source dataset
uspto-grants-2013_06
Patent number
US08461181B2

Reaction notes

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