2-Aminothiazole → HCID 20825691, compound

HRID 586377Notes

Reaction equation

HRID 586377 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[CH:5][N:6]=1.[CH2:7]([O:9][C:10](=[O:17])[C:11](=O)[CH:12](Br)[CH2:13][CH3:14])[CH3:8]>C(O)C>[CH2:7]([O:9][C:10]([C:11]1[N:1]=[C:2]2[N:6]([C:12]=1[CH2:13][CH3:14])[CH:5]=[CH:4][S:3]2)=[O:17])[CH3:8]

Participants

4

Reactant 2

HCID 21552-AminothiazoleHCID 14740334Ethyl 3-bromo-2-oxopentanoate

Product 1

HCID 20825691HCID 20825691, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-aminothiazole (2 g, 20 mmol) and 3-bromo-2-oxo-pentanoic acid ethyl ester (4.4 g, 20 mmol) in ethanol (40 mL) is refluxed for 20 h. The solvent is removed in vacuo until dryness. The residue is purified by column chromatography (5% methanol in methylene chloride) to give 5-ethyl-imidazo[2,1-b]thiazole-6-carboxylic acid ethyl ester as an oil. Step 2. Preparation of 5-ethyl-6-hydroxymethyl-imidazo[2,1-b]thiazole

Workup

  1. temperatureis refluxed for 20 h
  2. customThe solvent is removed in vacuo until dryness
  3. customThe residue is purified by column chromatography (5% methanol in methylene chloride)

Sources & evidence

ORD record
ord-104cd18d18af4bbd868c9dc517a19318
Source dataset
uspto-grants-2005_08
Patent number
US06936617B2

Reaction notes

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