Sodium Acetate → 6,7-Dihydro-4H-pyrano[4,3-d]thiazole

HRID 546409Notes

Reaction equation

HRID 546409 reaction equation
Cl[C:2]1[S:3][C:4]2[CH2:10][O:9][CH2:8][CH2:7][C:5]=2[N:6]=1.C([O-])(=O)C.[Na+].[H][H]>CO.[Pd]>[N:6]1[C:5]2[CH2:7][CH2:8][O:9][CH2:10][C:4]=2[S:3][CH:2]=1

Participants

6

Reactant 3

HCID 517045Sodium AcetateHCID 227101462-Chloro-6,7-dihydro-4H-pyrano[4,3-d][1,3]thiazoleHCID 178418361HCID 178418361, compound

Product 1

HCID 227102096,7-Dihydro-4H-pyrano[4,3-d]thiazoleYield 79.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2-Chloro-6,7-dihydro-4H-pyrano[4,3-d]thiazole (1.78 g) was dissolved in methanol (30 ml), and to the solution 10% palladium on carbon (300 mg) and sodium acetate (830 mg) were added. The mixture was stirred for 5 days in a hydrogen stream of 5 atm. After the catalyst was separated by filtration, the filtrate was concentrated, and the residue was subjected to column chromatography on silica gel (hexane:ethyl acetate=2:1) to obtain 6,7-dihydro-4H-pyrano[4,3-d]thiazole (1.14 g) as a colorless oil.

Workup

  1. customAfter the catalyst was separated by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-9cde0a71b66041bd9291c5d118e44206
Source dataset
uspto-grants-2011_05
Patent number
US07935824B2

Reaction notes

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