Dinitrofluorobenzene → HCID 4922992, compound

HRID 1856607Notes

Reaction equation

HRID 1856607 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:5]=1F)([O-:3])=[O:2].CN1CCCC1=O.[CH2:21]([NH:24][CH2:25][CH:26]=[CH2:27])[CH:22]=[CH2:23].C(=O)([O-])[O-].[K+].[K+]>O>[CH2:21]([N:24]([CH2:25][CH:26]=[CH2:27])[C:5]1[CH:6]=[CH:7][C:8]([N+:10]([O-:12])=[O:11])=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2])[CH:22]=[CH2:23]

Participants

6

Reactant 4

HCID 6264DinitrofluorobenzeneHCID 11430Potassium CarbonateHCID 13387N-methyl-2-pyrrolidoneHCID 31279Diallylamine

Product 1

HCID 4922992HCID 4922992, compoundYield 111%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2,4-dinitrofluorobenzene (9.3 g), N-methylpyrrolidinone (NMP, 50 mL), diallylamine (5.82 g) and potassium carbonate (6.9 g) was stirred at ambient temperature for 1 h. The mixture was poured into water and extracted with ethyl ether. The extract was washed twice with water, once with saturated brine solution, and dried over magnesium sulfate. Concentration of the extract gave N,N-diallyl-2,4-dinitrobenzenamine as a yellow oil (14.6 g).

Workup

  1. extractionextracted with ethyl ether
  2. washThe extract was washed twice with water, once with saturated brine solution
  3. dry with materialdried over magnesium sulfate

Sources & evidence

ORD record
ord-859da6a323f94900a5fb7486335f97d3
Source dataset
uspto-grants-2000_11
Patent number
US06143380

Reaction notes

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