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

HRID 2390497Notes

Reaction equation

HRID 2390497 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-f143a0f534af45cab9dd52ef55c0e761
Source dataset
uspto-grants-2012_09
Patent number
US08273764B2

Reaction notes

Loading…