Isopropylamine → N-(1-Methylethyl)-4-nitro-2-(trifluoromethyl)benzenamine

HRID 1863142Notes

Reaction equation

HRID 1863142 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[C:5]([N+:10]([O-:12])=[O:11])[CH:6]=[CH:7][C:8]=1Cl.[CH:15]([NH2:18])([CH3:17])[CH3:16]>CS(C)=O>[CH:15]([NH:18][C:8]1[CH:7]=[CH:6][C:5]([N+:10]([O-:12])=[O:11])=[CH:4][C:3]=1[C:2]([F:14])([F:13])[F:1])([CH3:17])[CH3:16]

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 612132-Chloro-5-nitrobenzotrifluoride

Product 1

HCID 20392080N-(1-Methylethyl)-4-nitro-2-(trifluoromethyl)benzenamineYield 100.2%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

To a solution of 45 g of 3-(trifluoromethyl)-4-chloronitrobenzene in 150 ml of DMSO was added 13 g of isopropylamine. The mixture was heated at 80°-90° C. for two hours, poured over ice water, acidified and filtered. The filter cake was dried to yield 49.6 g of product; m.p. 35°-36° C.

Workup

  1. temperatureThe mixture was heated at 80°-90° C. for two hours
  2. filtrationfiltered
  3. customThe filter cake was dried

Sources & evidence

ORD record
ord-53e8b43e3737455abc120b80728ee359
Source dataset
uspto-grants-1979_09
Patent number
US04168153

Reaction notes

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