Potassium Carbonate → HCID 21852646, compound

HRID 1586371Notes

Reaction equation

HRID 1586371 reaction equation
Cl[CH2:2][C:3]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4].[Cl:10][C:11]1[C:12]([C:16]2[CH:21]=[C:20]([Cl:22])[CH:19]=[C:18]([Cl:23])[CH:17]=2)=[N:13][NH:14][CH:15]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.O>[C:6]([O:5][C:3]([CH2:2][N:14]1[CH:15]=[C:11]([Cl:10])[C:12]([C:16]2[CH:17]=[C:18]([Cl:23])[CH:19]=[C:20]([Cl:22])[CH:21]=2)=[N:13]1)=[O:4])([CH3:9])([CH3:8])[CH3:7]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 66052tert-Butyl chloroacetateHCID 178478181HCID 178478181, compound

Product 1

HCID 21852646HCID 21852646, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of 5.00 g (0.033 mol) of t-butyl chloroacetate in 30 ml of DMF is run, dropwise and at room temperature, into a mixture of 7.62 g (0.030 mol) of 4-chloro-3-(3,5-dichlorophenyl)pyrazole and 5.60 g (0.040 mol) of K2CO3. The reaction mixture is stirred for 12 h at room temperature, diluted with 200 ml of H2O and extracted with ether. After drying the organic phase and concentration under vacuum, the residue is triturated with 20 ml of heptane, filtered and dried. We obtain 10.20 g of 1-t-butoxycarbonylmethyl-4-chloro-3-(3,5-dichlorophenyl)pyrazole, melting at 86° C.

Workup

  1. extractionextracted with ether
  2. customAfter drying
  3. concentrationthe organic phase and concentration under vacuum
  4. customthe residue is triturated with 20 ml of heptane
  5. filtrationfiltered
  6. customdried

Sources & evidence

ORD record
ord-9b116cb145cf423db5cf6afc601a71d1
Source dataset
uspto-grants-1999_08
Patent number
US05945382

Reaction notes

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