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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 236020Generated: October 25, 2026

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

https://huagongshe.com/reaction/236020

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantAcetic AnhydrideHCID 7918—
ReactantSodium dithionateHCID 146045—
Reactant7-amino-8-[(4-chlorophenyl)methyl]-2-methyl-6-nitroso-2,3-dihydroimidazo[1,2-a]pyrimidin-5-oneHCID 178429824—
SolventFormic AcidHCID 284—
SolventAcetonitrileHCID 6342—
Product4-[(4-CHLOROPHENYL)METHYL]-6,7-DIHYDRO-2,6-DIMETHYL-3H-IMIDAZO[1,2-a]PURIN-9(4H)-ONEHCID 178432342—

Reaction Steps

The product of Procedure 99 was reduced with sodium dithionate in formic acid according to the method of Procedure 21. The resulting 7-amino-4-[(4-chlorophenyl)-methyl]-2,3-dihydro-6-formylamino-2-methylimidazo[1,2-a]pyrimidin-5-(8H)-one, 3.5 g. (0.0104 mole) in 7 ml. of pyridine and 7 ml. of acetic anhydride was refluxed for three 3 hrs. during which the mixture foamed and turned dark. The mixture was allowed to cool to room temperature and diluted with acetonitrile resulting in the formation of a white precipitate which was collected. Recrystallized from iPROH/MeOH, yield 800 mg., m.p. 290°-291° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04642345
Source datasetuspto-grants-1987_02
ORD IDord-3e469c7f6c42491d96434cf4e01bc708
Source noteuspto-grants-1987_02