HCID 18692238, compound → HCID 18692265, compound

HRID 1655101Notes

Reaction equation

HRID 1655101 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:28]=[C:29]([C:31]([F:34])([F:33])[F:32])[CH:30]=1)[O:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][C:15]2[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[C:17]([N+:25]([O-])=O)[CH:16]=2)=[CH:10][CH:9]=1)([O-])=O.[H][H]>CN(C)C=O>[NH2:25][C:17]1[CH:16]=[C:15]([CH:20]=[C:19]([C:21]([F:22])([F:23])[F:24])[CH:18]=1)[O:14][C:11]1[CH:12]=[CH:13][C:8]([O:7][C:6]2[CH:28]=[C:29]([C:31]([F:32])([F:34])[F:33])[CH:30]=[C:4]([NH2:1])[CH:5]=2)=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 18692238HCID 18692238, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18692265HCID 18692265, compoundYield 70.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a reducing apparatus equipped with a thermometer, reflux condenser and stirrer, 36.5 g (0.0747 mol) of 1,4-bis(3-nitro-5-trifluoromethylphenoxy)benzene, 250 mg of N,N-dimethylformamide and 1.8 g Pd-alumina were charged and reacted in a hydrogen atmosphere at 50° C. for 6 hours. After finishing the reaction, the catalyst was filtered and the filtrate was concentrated under reduced pressure to obtain 1,4bis(3-amino-5-trifluoromethylphenoxy)benzene as colorless crystals. The product was 36.5 g (70.5% yield) and had a melting point of 157.4°~158.0 ° C.

Workup

  1. customTo a reducing apparatus equipped with a thermometer
  2. temperaturereflux condenser and stirrer
  3. customthe reaction
  4. filtrationthe catalyst was filtered
  5. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-03eea850d1ba4ded95d450c373d693b3
Source dataset
uspto-grants-1995_04
Patent number
US05410084

Reaction notes

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