HCID 18707163, compound → HCID 18707137, compound

HRID 263592Notes

Reaction equation

HRID 263592 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([C:13]2[S:14][CH:15]=[C:16]([C:18]3[CH:23]=[C:22]([CH2:24][CH:25]=[CH2:26])[C:21]([OH:27])=[C:20]([C:28]([OH:30])=[O:29])[CH:19]=3)[N:17]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH2:11][CH3:12])[CH3:2].[H][H]>CO.[Pd]>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([C:13]2[S:14][CH:15]=[C:16]([C:18]3[CH:23]=[C:22]([CH2:24][CH2:25][CH3:26])[C:21]([OH:27])=[C:20]([C:28]([OH:30])=[O:29])[CH:19]=3)[N:17]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH2:11][CH3:12])[CH3:2]

Participants

5

Reactant 2

HCID 18707163HCID 18707163, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18707137HCID 18707137, compoundYield 76.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A catalytic amount of 5% Pd-C was added to a solution of 250 mg of 2-(3,4-diethoxyphenyl)-4-(3-carboxy-4-hydroxy-5-allylphenyl)thiazole in 10 ml of methanol. The mixture was stirred in a hydrogen atmosphere at room temperature for 6 hours. After the completion of a reaction, the reaction mixture was filtered. The filtrate was concentrated. The residue was recrystallized from ethanol to obtain 193 mg of 2-(3,4-diethoxyphenyl)-4-(3-carboxy-4-hydroxy-5-propylphenyl)thiazole.

Workup

  1. customAfter the completion of a reaction
  2. filtrationthe reaction mixture was filtered
  3. concentrationThe filtrate was concentrated
  4. customThe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-638b2c63928b400395e0c396c2fec8a0
Source dataset
uspto-grants-1997_07
Patent number
US05643932

Reaction notes

Loading…