Isopropylamine → N-Isopropyl-2-Nitro-4-(Trifluoromethyl)Aniline

HRID 2390495Notes

Reaction equation

HRID 2390495 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.[CH:22]([NH2:25])([CH3:24])[CH3:23]>O>[CH:22]([NH:25][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])([CH3:24])[CH3:23]

Participants

5

Reactant 3

HCID 6363IsopropylamineHCID 13387N-methyl-2-pyrrolidoneHCID 677784-Fluoro-3-nitrobenzotrifluoride

Product 1

HCID 2775213N-Isopropyl-2-Nitro-4-(Trifluoromethyl)AnilineYield 95%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 5.23 g of 4-fluoro-3-nitro-benzo trifluoride and 25 ml of N-methylpyrrolidone was added 3.69 g of isopropylamine under ice cool, and the mixture was stirred for 1 hour 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 5.90 g of N-isopropyl-2-nitro-4-trifluoromethylaniline.

Workup

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

Sources & evidence

ORD record
ord-aa1aefe9f5c24987b10701e01905be78
Source dataset
uspto-grants-2012_09
Patent number
US08273764B2

Reaction notes

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