Sodium Bicarbonate → HCID 22327372, compound

HRID 495649Notes

Reaction equation

HRID 495649 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[N:9]([C:15]1[C:20]([C:21]([F:24])([F:23])[F:22])=[CH:19][C:18]([N+:25]([O-])=O)=[CH:17][C:16]=1[N+:28]([O-])=O)[C:10](=[O:14])[O:11][CH2:12][CH3:13].C(=O)(O)[O-].[Na+]>CO.[Cl-].[Ti+3].[Cl-].[Cl-]>[NH2:28][C:16]1[CH:17]=[C:18]([NH2:25])[CH:19]=[C:20]([C:21]([F:23])([F:24])[F:22])[C:15]=1[N:9]([C:3]1[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=1[Cl:1])[C:10](=[O:14])[O:11][CH2:12][CH3:13]

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 20827730HCID 20827730, compound

Product 1

HCID 22327372HCID 22327372, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 10313229titanium(III) trichlorideCatalystHCID 887MethanolSolvent

Procedure

Ethyl 2,4-dichlorophenyl[2,4-dinitro-6-(trifluoromethyl)phenyl]carbamate (1.4027 g) was dissolved in methanol (80 ml), and to the solution was added titanium(III) chloride solution (27.731 g) under ice-cooling. The reaction mixture was stirred for 2 hours. To the reaction mixture was added saturated aqueous sodium bicarbonate solution (600 ml), and the mixture was extracted 2 times with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated in vacuo to give the title compound (1.1863 g, 97%).

Workup

  1. temperaturecooling
  2. extractionthe mixture was extracted 2 times with ethyl acetate
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-3eb1d8f7ae9843d7a218289d6e9c9a6b
Source dataset
uspto-grants-2005_09
Patent number
US06939887B2

Reaction notes

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