HCID 12942094, compound → HCID 12942109, compound

HRID 1577953Notes

Reaction equation

HRID 1577953 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([NH:19][C:20](=[O:24])[N:21]([CH3:23])[CH3:22])[CH:7]=[CH:8][C:9]=1[O:10][CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)([O-])=O.[H][H]>[O-]S([O-])(=O)=O.[Ba+2].C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([NH:19][C:20](=[O:24])[N:21]([CH3:23])[CH3:22])[CH:7]=[CH:8][C:9]=1[O:10][CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

6

Reactant 2

HCID 12942094HCID 12942094, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 12942109HCID 12942109, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 24414Barium SulfateCatalystHCID 702EthanolSolvent

Procedure

A mixture of 3-[3-nitro-4-(phenethyloxy)phenyl]-1,1-dimethylurea (5.8 g; 0.0175 mol), 5% palladium in BaSO4 catalyst (6.0 g) and 95% ethyl alcohol (100 ml) is shaken in a hydrogen atmosphere at 2.8 kg/cm2 pressure (40 psig) for 18 hours. The mixture is then filtered and the ethanol removed under vacuum. The residue is washed with toluene to afford the title compound, m.p. 125°-126° C.

Workup

  1. filtrationThe mixture is then filtered
  2. customthe ethanol removed under vacuum
  3. washThe residue is washed with toluene

Sources & evidence

ORD record
ord-203ade070f604749aceb9fc66cb3720d
Source dataset
uspto-grants-1981_09
Patent number
US04289903

Reaction notes

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