Sodium Thiosulfate → HCID 18425472, compound

HRID 1280562Notes

Reaction equation

HRID 1280562 reaction equation
[CH2:1]([S:8][C:9]1[N:14]=[C:13]2[N:15]([CH:27]3[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]3)[C:16](=[O:26])[N:17]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[Cl:25])[CH2:18][C:12]2=[CH:11][N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClC1C=CC=C(C(OO)=[O:41])C=1.S([O-])([O-])(=O)=S.[Na+].[Na+]>ClCCl>[Cl:25][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=1[N:17]1[CH2:18][C:12]2[C:13](=[N:14][C:9]([S:8]([CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)=[O:41])=[N:10][CH:11]=2)[N:15]([CH:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)[C:16]1=[O:26]

Participants

5

Reactant 3

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 18425396HCID 18425396, compound

Product 1

HCID 18425472HCID 18425472, compoundYield 83.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 7-benzylthio-3-(2-chlorophenyl)-1-(piperidin-4-yl)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one (920 mg, 1.62 mmol) in dichloromethane (16 mL) cooled to 0° C. was added 3-chloroperbenzoic acid (403 mg, 1.64 mmol). After an hour at room temperature 5 mL of 10% sodium thiosulphate was added. After 10 minutes, the dichloromethane layer was separated and washed with 10% potassium carbonate and brine, dried over magnesium sulfate, concentrated in vacuo to give 650 mg of 3-(2-chlorophenyl)-7-benzylsulfinyl-1-(piperidin-4-yl)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one as a white foam.

Workup

  1. customthe dichloromethane layer was separated
  2. washwashed with 10% potassium carbonate and brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e265915ba91d47c2836fff02467973e3
Source dataset
uspto-grants-2002_09
Patent number
US06451804B1

Reaction notes

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