Hydrogen Peroxide → HCID 69700544, compound

HRID 352942Notes

Reaction equation

HRID 352942 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([S:13]([N:16]1[CH2:21][CH2:20][N:19]([C:22]([C:24]3[S:25][C:26]4[CH2:27][NH:28][CH:29]([CH3:33])[CH2:30][C:31]=4[N:32]=3)=[O:23])[CH2:18][CH2:17]1)(=[O:15])=[O:14])[CH:7]=[CH:6]2.[OH-:34].[Na+].OO>CC(C)=O>[Cl:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([S:13]([N:16]1[CH2:17][CH2:18][N:19]([C:22]([C:24]3[S:25][C:26]4[CH2:27][NH:28][CH:29]([CH3:33])[CH2:30][C:31]=4[N+:32]=3[O-:34])=[O:23])[CH2:20][CH2:21]1)(=[O:14])=[O:15])[CH:7]=[CH:6]2

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 22709656HCID 22709656, compound

Product 1

HCID 69700544HCID 69700544, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

In acetone (10 ml), 1-[(6-chloronaphthalen-2-yl)sulfonyl]-4-[(6-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-yl)carbonyl]piperazine hydrochloride (400 mg) was suspended, followed by the addition of a 1N aqueous solution (0.38 ml) of sodium hydroxide and a 30% aqueous solution (3.50 ml) of hydrogen peroxide. The resulting mixture was stirred at room temperature for 8 days. After the reaction mixture was concentrated under reduced pressure, the residue was purified by chromatography through a synthetic adsorbent (“Diaion® HP-20”, trade name; water˜water : acetonitrile=2:5), whereby the title compound (84 mg, 39%) was obtained.

Workup

  1. concentrationAfter the reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by chromatography through a synthetic adsorbent (“Diaion® HP-20”, trade name; water˜water : acetonitrile=2:5), whereby the title compound (84 mg, 39%)
  3. customwas obtained

Sources & evidence

ORD record
ord-dff4a80511864cc7b8b731fcaf58486c
Source dataset
uspto-grants-2004_06
Patent number
US06747023B1

Reaction notes

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