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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 236019Generated: October 26, 2026

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

https://huagongshe.com/reaction/236019

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium dithionateHCID 146045—
Reactant7-amino-8-[(4-chlorophenyl)methyl]-2,3-dihydro-6-formylamino-2-methylimidazo-[1,2-a]pyrimidin-5(8H)-oneHCID 12683839—
Reactant7-amino-8-[(4-chlorophenyl)methyl]-2-methyl-6-nitroso-2,3-dihydroimidazo[1,2-a]pyrimidin-5-oneHCID 178429824—
SolventFormic AcidHCID 284—
Product4-[(4-CHLOROPHENYL)METHYL]-6,7-DIHYDRO-6-METHYL-3H-IMIDAZO[1,2-a]PURIN-9(4H)-ONEHCID 178429822—

Reaction Steps

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°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04642345
Source datasetuspto-grants-1987_02
ORD IDord-7aa0639b5c5b47c4bb4fb29ab4951474
Source noteuspto-grants-1987_02