Sodium dithionate → 4-[(4-CHLOROPHENYL)METHYL]-6,7-DIHYDRO-6-METHYL-3H-IMIDAZO[1,2-a]PURIN-9(4H)-ONE

HRID 236019

Reaktionsgleichung

Reaktionsgleichung von HRID 236019
NC1N(CC2C=CC(Cl)=CC=2)C2N(CC(C)N=2)C(=O)C=1N=O.S(S([O-])(=O)=O)([O-])(=O)=O.[Na+].[Na+].[NH2:33][C:34]1[N:35]([CH2:48][C:49]2[CH:54]=[CH:53][C:52]([Cl:55])=[CH:51][CH:50]=2)[C:36]2[N:37]([CH2:44][CH:45]([CH3:47])[N:46]=2)[C:38](=[O:43])[C:39]=1[NH:40][CH:41]=O>C(O)=O>[Cl:55][C:52]1[CH:53]=[CH:54][C:49]([CH2:48][N:35]2[C:34]3[NH:33][CH:41]=[N:40][C:39]=3[C:38](=[O:43])[N:37]3[CH2:44][CH:45]([CH3:47])[N:46]=[C:36]23)=[CH:50][CH:51]=1

Komponenten

5

Edukt 3

HCID 146045Sodium dithionateHCID 126838397-amino-8-[(4-chlorophenyl)methyl]-2,3-dihydro-6-formylamino-2-methylimidazo-[1,2-a]pyrimidin-5(8H)-oneHCID 1784298247-amino-8-[(4-chlorophenyl)methyl]-2-methyl-6-nitroso-2,3-dihydroimidazo[1,2-a]pyrimidin-5-one

Produkt 1

HCID 1784298224-[(4-CHLOROPHENYL)METHYL]-6,7-DIHYDRO-6-METHYL-3H-IMIDAZO[1,2-a]PURIN-9(4H)-ONE

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 284Formic AcidLösungsmittel

Versuchsvorschrift

The nitroso compound of Procedure 99 was reduced with sodium dithionate in formic acid according to the method of Procedure 21. The resulting 7-amino-8-[(4-chlorophenyl)methyl]-2,3-dihydro-6-formylamino-2-methylimidazo[1,2-a]pyrimidin-5(8H)-one, 185 g., (0.54 mole) was then dissolved with heating in 1 l. of 0.6N NaOH, the solution clarified by filtration, the filtrate acidified with acetic acid, and allowed to cool resulting in precipitation of the desired product, yield 71.7 g., recrystallized from ethylene glycol monomethyl ether/(iPr)2O, m.p. 259°-260.5°.

Aufarbeitung

  1. dissolution, (0.54 mole) was then dissolved
  2. temperaturewith heating in 1 l
  3. filtrationof 0.6N NaOH, the solution clarified by filtration
  4. temperatureto cool

Quellen und Nachweise

ORD-Eintrag
ord-7aa0639b5c5b47c4bb4fb29ab4951474
Quelldatensatz
uspto-grants-1987_02
Patentnummer
US04642345

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