Phenacyl bromide → HCID 22220743, compound

HRID 1794039Notes

Reaction equation

HRID 1794039 reaction equation
[CH2:1]([C:3]1[S:4][CH:5]=[C:6]([CH3:8])[N:7]=1)[CH3:2].[Br:9][CH2:10][C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:12]>C(#N)C.CCOCC>[Br-:9].[CH2:1]([C:3]1[S:4][CH:5]=[C:6]([CH3:8])[N+:7]=1[CH2:10][C:11](=[O:12])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH3:2]

Participants

5

Reactant 2

HCID 6259Phenacyl bromideHCID 27440Thiazole, 2-ethyl-4-methyl-

Product 1

HCID 22220743HCID 22220743, compoundYield 59.7%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6342AcetonitrileSolvent2×

Procedure

2-Ethyl-4-methylthiazole (0.5 g, 3.93 mmole), 2-bromo-1-phenyl-1-ethanone (0.782 g, 3.93 mmole), and acetonitrile (0.25 mL) were heated in an oil bath at 110 C for 3 hr, then cooled, dissolved in acetonitrile (4 mL), and diluted with ether (4 mL). After storage at 4 C overnight, the crystals which separated were filtered out and recrystalized from acetonitrile/ether to give 0.765 g of the title compound, mp 126–128.

Workup

  1. temperaturecooled
  2. customAfter storage at 4 C overnight, the crystals which separated
  3. filtrationwere filtered out
  4. customrecrystalized from acetonitrile/ether

Sources & evidence

ORD record
ord-61c6254c9adf49d49c17fc6b1df21ba9
Source dataset
uspto-grants-2006_04
Patent number
US07022721B1

Reaction notes

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