Methanol → HCID 21914786, compound

HRID 2117844Notes

Reaction equation

HRID 2117844 reaction equation
[OH:1][CH2:2][C:3]1[N:4]=[C:5]([NH:8][C:9](=[O:13])[CH:10]([CH3:12])[CH3:11])[S:6][CH:7]=1.CO>[O-2].[Mn+4].[O-2].C(Cl)(Cl)Cl>[CH:2]([C:3]1[N:4]=[C:5]([NH:8][C:9](=[O:13])[CH:10]([CH3:11])[CH3:12])[S:6][CH:7]=1)=[O:1]

Participants

5

Reactant 2

HCID 887MethanolHCID 21914755HCID 21914755, compound

Product 1

HCID 21914786HCID 21914786, compoundYield 70.9%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

A mixture of N-[4-(hydroxymethyl)-1,3-thiazol-2-yl]-2-methylpropanamide (520 mg), manganese (IV) oxide (2.26 g), methanol (0.5 ml) and chloroform (5 ml) was stirred at ambient temperature for 18 hours. The reaction mixture was filtered through a celite pad, and the filtrate was concentrated in vacuo. The crystalline residue was collected and washed with diisopropyl ether to give N-(4-formyl-1,3-thiazol-2-yl)-2-methylpropanamide (365 mg).

Workup

  1. filtrationThe reaction mixture was filtered through a celite pad
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe crystalline residue was collected
  4. washwashed with diisopropyl ether

Sources & evidence

ORD record
ord-acf14a3dee1745faa38bdc62dd00d2e2
Source dataset
uspto-grants-2008_10
Patent number
US07442715B2

Reaction notes

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