Hydrogen Peroxide → HCID 68228737, compound

HRID 1521834Notes

Reaction equation

HRID 1521834 reaction equation
[C:1]([C:3]1[C:8]2[S:9](=[O:28])(=[O:27])[CH2:10][C:11]3[C:15]([C:16]([O:18]CC)=[O:17])=[N:14][N:13]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[C:12]=3[C:7]=2[CH:6]=[CH:5][CH:4]=1)#[N:2].[OH-:29].[Na+].OO>CCO>[NH2:2][C:1]([C:3]1[C:8]2[S:9](=[O:28])(=[O:27])[CH2:10][C:11]3[C:15]([C:16]([OH:18])=[O:17])=[N:14][N:13]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[C:12]=3[C:7]=2[CH:6]=[CH:5][CH:4]=1)=[O:29]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 66578943HCID 66578943, compound

Product 1

HCID 68228737HCID 68228737, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of Ethyl 6-cyano-1-phenyl-1,4-dihydrothiochromeno[4,3-c]pyrazole-3-carboxylate 5,5-dioxide (100 mg, 0.254 mmol) in EtOH (10 mL) is added an aq. solution of NaOH (10%, 1 mL) and 30% hydrogen peroxide (2 mL) at 100° C. and the heating is continued for another 2 h. The reaction mixture is evaporated under vacuum, acidified with HCl (1.5 N) and extracted with EtOAc. The organic layer is separated, dried over Na2SO4 and concentrated under reduced pressure to afford the title compound. MS (ESI+): 384.0.

Workup

  1. customThe reaction mixture is evaporated under vacuum
  2. extractionextracted with EtOAc
  3. customThe organic layer is separated
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-fb5ed9b3155d4560825d7233b85671b3
Source dataset
uspto-grants-2015_07
Patent number
US09073940B2

Reaction notes

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