m-Chloroperbenzoic acid → HCID 14071023, compound

HRID 231039Notes

Reaction equation

HRID 231039 reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][CH:19]=1)[CH2:6][N:7]1[C:11]([NH2:12])=[C:10]([C:13]#[N:14])[C:9]([S:15][CH3:16])=[N:8]1.ClC1C=CC=C(C(OO)=[O:30])C=1>C(Cl)(Cl)Cl>[F:21][C:2]([F:20])([F:1])[C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][CH:19]=1)[CH2:6][N:7]1[C:11]([NH2:12])=[C:10]([C:13]#[N:14])[C:9]([S:15]([CH3:16])=[O:30])=[N:8]1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 140710225-Amino-4-cyano-3-methylthio-1-(3-trifluoromethylbenzyl)-pyrazole

Product 1

HCID 14071023HCID 14071023, compoundYield 77.5%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

2.7 g of 1-(3-trifluoromethylbenzyl)-3-methylmercapto-4-cyano-5-amino-pyrazole are dissolved in 30 ml of chloroform. A mixture of 1.8 g of 3-chloroperbenzoic acid and 20 ml of chloroform are added dropwise to this solution at 20° C. and stirred for 15 hours. The mixture is subsequently washed with saturated sodium bicarbonate solution, 2% strength sodium thiosulphate solution, and again with saturated aqueous sodium bicarbonate solution. The organic phase is dried using anhydrous sodium sulphate, concentrated, and triturated in petroleum ether. 2.2 g (75% of theory) of 1-(3-trifluoromethylbenzyl)-3-methylsulphinyl-4-cyano-5-amino-pyrazole of melting point 143° C. are obtained.

Workup

  1. additionare added dropwise to this solution at 20° C.
  2. washThe mixture is subsequently washed with saturated sodium bicarbonate solution, 2% strength sodium thiosulphate solution
  3. customThe organic phase is dried
  4. concentrationconcentrated
  5. customtriturated in petroleum ether

Sources & evidence

ORD record
ord-fffb9a9cc8a049c9bd3d92fb6bf6729a
Source dataset
uspto-grants-1989_07
Patent number
US04845089

Reaction notes

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