Hydrogen Peroxide → HCID 21266062, compound

HRID 566315Notes

Reaction equation

HRID 566315 reaction equation
[NH2:1][C:2]1[N:6]([CH:7]([CH:17]([OH:19])[CH3:18])[CH2:8][CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:5]=[C:4]([CH3:20])[C:3]=1[C:21]#[N:22].[OH-:23].[Na+].OO>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.C(Cl)Cl>[NH2:1][C:2]1[N:6]([CH:7]([CH:17]([OH:19])[CH3:18])[CH2:8][CH2:9][CH2:10][C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:5]=[C:4]([CH3:20])[C:3]=1[C:21]([NH2:22])=[O:23]

Participants

6

Reactant 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 15407161HCID 15407161, compound

Product 1

HCID 21266062HCID 21266062, compound

Reagents, catalysts & solvents 2

HCID 94433Tetrabutylammonium hydrogen sulfateCatalystHCID 6344DichloromethaneSolvent

Procedure

3.7 g (12.37 mmol) of 5-amino-1-[1-(1-hydroxy-ethyl)-4-phenyl-butyl]-3methyl-1H-pyrazole-4-carbonitrile and 950 mg of tetrabutylammonium hydrogen sulphate are dissolved in 25 ml of CH2Cl2, 5.5 ml of 5M NaOH and 7 ml of 30% strength H2O2 are added, and the mixture is stirred for 15 hours at room temperature. The phases are separated, the organic phase is extracted twice with water, the organic phase is dried over Na2SO4, and the solvent is removed in vacuo. Yield: 3.24 g (83%), Rf=0.11 (petroleum ether/ethyl acetate=1:1)

Workup

  1. customThe phases are separated
  2. extractionthe organic phase is extracted twice with water
  3. dry with materialthe organic phase is dried over Na2SO4
  4. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-4e6e05640ffd41089c77d3ce80b8bb8c
Source dataset
uspto-grants-2001_01
Patent number
US06174884B1

Reaction notes

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