Ethyl bromoacetate → HCID 21643569, compound

HRID 2174183Notes

Reaction equation

HRID 2174183 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7](=[S:9])[NH2:8])[CH:2]=1.Br[CH2:11][C:12](OCC)=[O:13]>C1(C)C=CC=CC=1.CN(C=O)C>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[S:9][CH:11]=[C:12]([OH:13])[N:8]=2)[CH:2]=1

Participants

5

Reactant 2

HCID 7748Ethyl bromoacetateHCID 737155Thionicotinamide

Product 1

HCID 21643569HCID 21643569, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6228DimethylformamideSolvent

Procedure

Pyridine-3-carbothioamide (20 g, 0.145 mol) was dissolved in a mixture of toluene (145 ml) and DMF (116 ml). Ethyl bromoacetate (24.2 g, 0.145 mmol) was added and the reaction mixture was stirred at ambient temperature for 18 hours. The precipitated yellow compound was filtered, washed with water and dried to give 2-(3-pyridyl)thiazol-4-ol as hybromide salt.

Workup

  1. filtrationThe precipitated yellow compound was filtered
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-eafea0cfafd441aca75f67236ca8f969
Source dataset
uspto-grants-2015_06
Patent number
US09060519B2

Reaction notes

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