HCID 21918598, compound → HCID 21918670, compound

HRID 2373752Notes

Reaction equation

HRID 2373752 reaction equation
[CH3:1][C:2]([C:5]1[CH:6]=[C:7]([NH:16][C:17]([NH:19][NH:20][C:21]([C:23]2[CH:28]=[CH:27][C:26]([N+:29]([O-])=O)=[CH:25][CH:24]=2)=[O:22])=[O:18])[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]=1[OH:11])([CH3:4])[CH3:3].[H][H]>C(O)C.[Pd]>[NH2:29][C:26]1[CH:27]=[CH:28][C:23]([C:21]([NH:20][NH:19][C:17]([NH:16][C:7]2[CH:6]=[C:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[C:10]([OH:11])=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[CH:8]=2)=[O:18])=[O:22])=[CH:24][CH:25]=1

Participants

5

Reactant 2

HCID 21918598HCID 21918598, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21918670HCID 21918670, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 23938PalladiumSolvent

Procedure

In a 250 ml Parr flask, 0.72 g (1.68 mmoles) of N-[3,5-bis-(1,1-dimethylethyl)-4-hydroxyphenyl]-N′-[(4-nitrophenyl)carbonylamino]-urea is dissolved in 30 ml of absolute ethanol in the presence of 10% Pd/C. The mixture is agitated under 20 PSI of hydrogen, at 30° C. for two hours. After filtration on celite, the filtrate is concentrated under vacuum. The evaporation residue is suspended in diethyl ether (20 ml), agitated and filtered to produce a pale yellow powder with a yield of 75%. Melting point: 245-246° C.

Workup

  1. filtrationAfter filtration on celite
  2. concentrationthe filtrate is concentrated under vacuum
  3. filtrationfiltered
  4. customto produce a pale yellow powder with a yield of 75%

Sources & evidence

ORD record
ord-fbb57e0b9b1f4bf69f9fab256eadeaba
Source dataset
uspto-grants-2008_12
Patent number
US07459558B2

Reaction notes

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