Ethyl bromoacetate → HCID 178473177, compound

HRID 1836732Notes

Reaction equation

HRID 1836732 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
  2. customAfter 2 months the crystals which separated
  3. filtrationwere filtered out
  4. washwashed with 3:7 ether-acetonitrile

Sources & evidence

ORD record
ord-18318557348147dfa7f92c4c749e9a23
Source dataset
uspto-grants-2004_08
Patent number
US06777557B2

Reaction notes

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