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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1154387Generated: October 27, 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/1154387

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 0.6 N 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 numberUS04489078
Source datasetuspto-grants-1984_12
ORD IDord-a2923835e8824a50a4434bb6eff8e501
Source noteuspto-grants-1984_12