Formaldehyde → 1,2-Diphenyl-4-[2-(phenylsulfinyl)ethyl]-4-hydroxymethyl-pyrazolidine-3,5-dione

HRID 1719691Notes

Reaction equation

HRID 1719691 reaction equation
[CH2:1]=[O:2].[C:3]1([N:9]2[C:13](=[O:14])[CH:12]([CH2:15][CH2:16][S:17]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[O:18])[C:11](=[O:25])[N:10]2[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>CO>[C:26]1([N:10]2[C:11](=[O:25])[C:12]([CH2:15][CH2:16][S:17]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)=[O:18])([CH2:1][OH:2])[C:13](=[O:14])[N:9]2[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 5342Sulfinpyrazone

Product 1

HCID 202664801,2-Diphenyl-4-[2-(phenylsulfinyl)ethyl]-4-hydroxymethyl-pyrazolidine-3,5-dione

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

40% Formaline (25 ml) is added to a solution of 20 grams of 1,2-diphenyl-4-[2-(phenylsulfinyl)-ethyl]-pyrazolidine-3,5-dione in 120 ml of methanol. The solution, under magnetic stirring, is heated up to 50° C. for one hour and kept, always under a magnetic stirring, at room temperature for 12 hours. At the end the solvent is evaporated under reduced pressure, the residue is washed with water and extracted with dichloromethane.

Workup

  1. customAt the end the solvent is evaporated under reduced pressure
  2. washthe residue is washed with water
  3. extractionextracted with dichloromethane

Sources & evidence

ORD record
ord-deb660bfe1394394b7490124f25e7769
Source dataset
uspto-grants-1985_09
Patent number
US04542141

Reaction notes

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