HCID 67146660, compound → HCID 85970834, compound

HRID 2422203Notes

Reaction equation

HRID 2422203 reaction equation
[CH3:1][N:2]([CH2:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][OH:22])=[CH:17][CH:16]=1)[C:3]1[S:4][CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:7]=1>C(OCC)(=O)C.[O-2].[O-2].[Mn+4]>[CH3:1][N:2]([CH2:14][C:15]1[CH:16]=[CH:17][C:18]([CH:21]=[O:22])=[CH:19][CH:20]=1)[C:3]1[S:4][CH:5]=[C:6]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:7]=1

Participants

4

Reactant 1

HCID 67146660HCID 67146660, compound

Product 1

HCID 85970834HCID 85970834, compoundYield 81.1%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 4-[[methyl(4-phenyl-2-thiazolyl)amino]methyl]benzenemethanol (1.0 g, 3.2 mmol) in ethyl acetate (40 mL) was added manganese dioxide (4.0 g), and the mixture was stirred at room temperature for 3 hrs. Insoluble material was filtered off, and the filtrate was concentrated. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=5:1) to give the title compound (0.80 g, yield 81%). oil.

Workup

  1. filtrationInsoluble material was filtered off
  2. concentrationthe filtrate was concentrated
  3. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=5:1)

Sources & evidence

ORD record
ord-72c7ffda7c4148f19fc87c82b97d19cc
Source dataset
uspto-grants-2011_06
Patent number
US07960369B2

Reaction notes

Loading…