Dinitrofluorobenzene → HCID 86609380, compound

HRID 1877342Notes

Reaction equation

HRID 1877342 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]([NH2:12])=[C:5]([C:7]([CH2:9][CH2:10][NH2:11])=[O:8])[CH:6]=1.[N+:13]([C:16]1[CH:21]=[C:20]([N+:22]([O-:24])=[O:23])[CH:19]=[CH:18][C:17]=1F)([O-:15])=[O:14].C([O-])(O)=O.[Na+]>C(O)C>[NH2:12][C:4]1[CH:3]=[CH:2][CH:1]=[CH:6][C:5]=1[C:7]([CH:9]([C:17]1[CH:18]=[CH:19][C:20]([N+:22]([O-:24])=[O:23])=[CH:21][C:16]=1[N+:13]([O-:15])=[O:14])[CH2:10][NH2:11])=[O:8]

Participants

5

Reactant 3

HCID 6264DinitrofluorobenzeneHCID 9692KynuramineHCID 516892Sodium Bicarbonate

Product 1

HCID 86609380HCID 86609380, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Kynuramine 2HBr (125 mg) is dissolved in 5 cc of absolute ethanol in a 50 cc flask. A solution of 2,4-dinitrofluorobenzene, 71 mg in EtOH 5 cc is then added (a clear yellow solution is formed). After five minutes, 2 cc of a 10% NaHCO3 solution are introduced drop-wise in the flask. The reaction is left at room temperature overnight. The following morning the formed light yellow precipitate is filtered, washed with water and ethanol and dried in UHV obtaining 80 mg of product (approx. yield 63%).

Workup

  1. customis formed)
  2. waitThe reaction is left at room temperature overnight
  3. filtrationThe following morning the formed light yellow precipitate is filtered
  4. washwashed with water and ethanol
  5. customdried in UHV

Sources & evidence

ORD record
ord-dfb0224d44fe49bf9cbd4cdf37b7a69c
Source dataset
uspto-grants-2012_11
Patent number
US08309767B2

Reaction notes

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