HCID 18692238, compound → HCID 18692265, compound

HRID 1603983Notes

Reaction equation

HRID 1603983 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, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Into a reducing device equipped with a thermometer, a reflux condenser and an agitator were charged 36.5 g of 1,4-bis(3-nitro-5-trifluoromethylphenoxy)benzene (0.0747 mol), 250 mL of N,N-dimethylformamide and 1.8 g of Pd-alumina, and the mixture was reacted at 50° C. for 6 hours in an atmosphere of hydrogen. At the end of the reaction, the catalyst was filtered out, the filtrate was condensed under a reduced pressure to give 1,4-bis(3-amino-5-trifluoromethylphenoxy)benzene as white crystals; Melting point: 157.4 to 159.0° C., Yield: 29.6 g (92.5%).

Workup

  1. customInto a reducing device equipped with a thermometer, a reflux condenser
  2. customAt the end of the reaction
  3. filtrationthe catalyst was filtered out
  4. customcondensed under a reduced pressure

Sources & evidence

ORD record
ord-3533fb301d2b4f6d98bc626c856cc363
Source dataset
uspto-grants-1999_11
Patent number
US05990261

Reaction notes

Loading…