Ethyl bromopyruvate → HCID 21284871, compound

HRID 2231830Notes

Reaction equation

HRID 2231830 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]([NH2:12])=[S:11].[Br:13][CH2:14][C:15](=O)[C:16]([O:18][CH2:19][CH3:20])=[O:17]>C(O)C>[BrH:13].[OH:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[S:11][CH:14]=[C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[N:12]=1

Participants

4

Reactant 2

HCID 66144Ethyl bromopyruvateHCID 13728894HCID 13728894, compound

Product 1

HCID 21284871HCID 21284871, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.065 mole of 1-(2-hydroxy-4-methylphenyl)-2-thiourea and 0.077 mole of ethyl bromopyruvate in 100 ml of 95° strength ethanol are brought to reflux for 3 hours. After evaporation of the solvent, crystallization of the residual oil is induced in diethyl ether. The product is then recrystallized in an ethanol/ether mixture. (M.p. 158°-60° C.) yield: 65%.

Workup

  1. temperatureto reflux for 3 hours
  2. customAfter evaporation of the solvent, crystallization of the residual oil
  3. customThe product is then recrystallized in an ethanol/ether mixture

Sources & evidence

ORD record
ord-0e97926e0aae459d9e1a97601b2631f9
Source dataset
uspto-grants-1988_11
Patent number
US04785008

Reaction notes

Loading…