Water → HCID 21226458, compound

HRID 583052Notes

Reaction equation

HRID 583052 reaction equation
ClC1C=CC=C(C(OO)=O)C=1.[Cl:12][C:13]1[C:14]([C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[C:25]([NH:30][NH:31][C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH:24]=2)=[N:15][N:16]([CH3:22])[C:17]=1[O:18][CH:19]([F:21])[F:20].O>ClCCl>[Cl:12][C:13]1[C:14]([C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[C:25]([N:30]=[N:31][C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH:24]=2)=[N:15][N:16]([CH3:22])[C:17]=1[O:18][CH:19]([F:21])[F:20]

Participants

5

Reactant 3

HCID 962WaterHCID 70297m-Chloroperbenzoic acidHCID 21226436HCID 21226436, compound

Product 1

HCID 21226458HCID 21226458, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
35 °C

Procedure

A solution of 2.1 g (6.6 mmol) of m-chloroperbenzoic acid in 10 ml of dichloromethane was added dropwise to a solution of 2.1 g (5.3 mmol) of 4chloro-3-[4-chloro-3-(2-ethoxycarbonylhydrazino)-phenyl]-5-difluoromethoxy-1-methyl-1H-pyrazole in 15 ml of dichloromethane. The mixture was stirred at 35° C. for 30 minutes and poured into 50 ml of water. The organic phase was separated off and washed with 10% strength by weight sodium hydrogen carbonate solution, then dried over magnesium sulfate and finally concentrated. The crude product was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=4:1). Yield: 0.5 g.

Workup

  1. customThe organic phase was separated off
  2. washwashed with 10% strength by weight sodium hydrogen carbonate solution
  3. dry with materialdried over magnesium sulfate
  4. concentrationfinally concentrated
  5. customThe crude product was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=4:1)

Sources & evidence

ORD record
ord-d42fbea25c5a4d2e9360d0081d1e09cb
Source dataset
uspto-grants-1999_07
Patent number
US05928999

Reaction notes

Loading…