Potassium Carbonate → HCID 15671956, compound

HRID 1086753Notes

Reaction equation

HRID 1086753 reaction equation
[Cl:1][C:2]1[C:3]([C:10]2[CH:15]=[C:14]([OH:16])[C:13]([Cl:17])=[CH:12][C:11]=2[Cl:18])=[N:4][N:5]([CH3:9])[C:6]=1[S:7][CH3:8].C([O-])([O-])=O.[K+].[K+].Br[CH:26]([CH3:32])[C:27]([O:29][CH2:30][CH3:31])=[O:28]>CC(C)=O>[Cl:1][C:2]1[C:3]([C:10]2[C:11]([Cl:18])=[CH:12][C:13]([Cl:17])=[C:14]([CH:15]=2)[O:16][CH:26]([CH3:32])[C:27]([O:29][CH2:30][CH3:31])=[O:28])=[N:4][N:5]([CH3:9])[C:6]=1[S:7][CH3:8]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 79040Ethyl 2-bromopropionateHCID 15671955HCID 15671955, compound

Product 1

HCID 15671956HCID 15671956, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 4-chloro-3-(2,4-dichloro-5-hydroxyphenyl)-1-methyl-5-methylthio-1H-pyrazole (3.50 g, 10.8 mmoles), 50 ml acetone, anhydrous K2CO3, and ethyl 2-bromopropionate (2.06 g, 11.4 mmoles) was subjected to reaction under reflux for 2 hours. Then the resulting solution was filtered to remove acetone-insoluble matter, and the filtrate was concentrated and purified by silica gel column chromatography, give the title compound as oily substance; Yield 70.0 nD(28.8° C.): 1.5763.

Workup

  1. customwas subjected to reaction
  2. temperatureunder reflux for 2 hours
  3. filtrationThen the resulting solution was filtered
  4. customto remove acetone-insoluble matter
  5. concentrationthe filtrate was concentrated
  6. custompurified by silica gel column chromatography

Sources & evidence

ORD record
ord-78686d2ecf2b4518bf3ff71552659cb4
Source dataset
uspto-grants-1991_07
Patent number
US05032165

Reaction notes

Loading…