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

HRID 1256620Notes

Reaction equation

HRID 1256620 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-e0259394ecd54aa9909803d203401100
Source dataset
uspto-grants-2013_06
Patent number
US08461181B2

Reaction notes

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