Hydrogen Peroxide → 1-[3-(1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dion-7-yl)-2-hydroxypropyl]-4-(3-phenylsulfinylpropyl)piperazine

HRID 1193490Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1193490
Cl.[CH3:2][N:3]1[C:11](=[O:12])[C:10]2[N:9]([CH2:13][CH:14]([OH:32])[CH2:15][N:16]3[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][CH2:24][S:25][C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[CH2:18][CH2:17]3)[CH:8]=[N:7][C:6]=2[N:5]([CH3:33])[C:4]1=[O:34].[OH:35]O>O.C(Cl)Cl.CO.[NH4+].[OH-]>[CH3:2][N:3]1[C:11](=[O:12])[C:10]2[N:9]([CH2:13][CH:14]([OH:32])[CH2:15][N:16]3[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][CH2:24][S:25]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)=[O:35])[CH2:18][CH2:17]3)[CH:8]=[N:7][C:6]=2[N:5]([CH3:33])[C:4]1=[O:34]

Komponenten

5

Edukt 2

HCID 784Hydrogen PeroxideHCID 544231-[3-(1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dion-7-yl)-2-hydroxypropyl]-4-(3-phenylthio-propyl)piperazine hydrochloride

Produkt 1

HCID 144575171-[3-(1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dion-7-yl)-2-hydroxypropyl]-4-(3-phenylsulfinylpropyl)piperazine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 21896990Dichloromethane methanol ammonium hydroxideLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

0.1 Moles of 1-[3-(1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dion-7-yl)-2-hydroxypropyl]-4-(3-phenylthio-propyl)piperazine hydrochloride was dissolved in 200 ml demineralized water and maintained at 20° C. 120 ml hydrogen peroxide in 250 ml water was added dropwise. The mixture was stirred for four hours at room temperature. Completion of the reaction was checked by TLC using a mixture of 80/20/1 CH2Cl2 /methanol/NH4OH as eluent. When the reaction was completed, the reactive mixture was alkalinized, extracted with methylene chloride, washed with water, dried, and the solvent evaporated under vacuum to give the free base form of 1-[3-(1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dion-7-yl)-2-hydroxypropyl]-4-(3-phenylsulfinylpropyl)piperazine. The dihydrochloride salt was prepared in the manner indicated in Example III, m.p. 260°-265° C.

Aufarbeitung

  1. extractionextracted with methylene chloride
  2. washwashed with water
  3. customdried
  4. customthe solvent evaporated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-072b47ad053043948c30d126008b7019
Quelldatensatz
uspto-grants-1989_03
Patentnummer
US04810706

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