Ethyl bromoacetate → HCID 178473177, compound

HRID 1794042Notes

Reaction equation

HRID 1794042 reaction equation
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH:6]([OH:8])[CH3:7].[Br:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12]>C(#N)C>[Br-:9].[CH2:14]([O:13][C:11](=[O:12])[CH2:10][SH:1]1[CH:5]=[CH:4][NH+:3]=[C:2]1[CH:6]([OH:8])[CH3:7])[CH3:15]

Participants

4

Reactant 2

HCID 7748Ethyl bromoacetateHCID 99892952-Thiazolemethanol, alpha-methyl- (7CI,9CI)

Product 1

HCID 178473177HCID 178473177, compoundYield 78.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 1-(2-thiazolyl)ethanol (1.17 g, 8.67 mmole) and ethyl bromoacetate (1.32 g, 8.63 mmole) was heated at 48 C for 18 hr. The reaction mixture was dissolved in acetonitrile (3 mL) and stored at 4 C. After 2 months the crystals which separated were filtered out and washed with 3:7 ether-acetonitrile to yield 2.028 g of the title compound, mp 101–103 C.

Workup

  1. temperaturewas heated at 48 C for 18 hr
  2. customAfter 2 months the crystals which separated
  3. filtrationwere filtered out
  4. washwashed with 3:7 ether-acetonitrile

Sources & evidence

ORD record
ord-3629852542604e20932501c0660ae383
Source dataset
uspto-grants-2006_04
Patent number
US07022721B1

Reaction notes

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