Dichloromethane → 2-(2,2-Dimethyl-propionyloxymethyl)-thiazole-4-carboxylic acid

HRID 854324Notes

Reaction equation

HRID 854324 reaction equation
Br[CH2:2][C:3](=O)[C:4]([OH:6])=[O:5].[C:8]([C:12]([O:14][CH2:15][C:16]([NH2:18])=[S:17])=[O:13])([CH3:11])([CH3:10])[CH3:9].ClCCl>C(O)C>[CH3:10][C:8]([CH3:11])([CH3:9])[C:12]([O:14][CH2:15][C:16]1[S:17][CH:2]=[C:3]([C:4]([OH:6])=[O:5])[N:18]=1)=[O:13]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 70684Bromopyruvic AcidHCID 27821132-Amino-2-thioxoethyl 2,2-dimethylpropanoate

Product 1

HCID 110968202-(2,2-Dimethyl-propionyloxymethyl)-thiazole-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of bromopyruvic acid (0.37 g, 2.22 mmol) and 2-(tert-butylcarbonyloxy)thioacetamide (0.41 g, 2.22 mmol) in ethanol (20 ml) was added 4 A molecular sieves (2 g). After stirring for 15 h, 20 mL of dichloromethane was added. The mixture was stirred 5 min and filtered to give the product as a yellow solid.

Workup

  1. stirringThe mixture was stirred 5 min
  2. filtrationfiltered

Sources & evidence

ORD record
ord-48dd6845f4d24862a7e1bae3c8ad8775
Source dataset
uspto-grants-2007_08
Patent number
US07259157B2

Reaction notes

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