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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1699356Generated: October 30, 2026

Water → HCID 59396059, compound

https://huagongshe.com/reaction/1699356

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSulfuric AcidHCID 1118—
ReactantDiphenyl EtherHCID 7583—
Reactant2-AminoimidazoleHCID 82140—
SolventEthanolHCID 702—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 59396059HCID 59396059—

Reaction Steps

As shown in Reaction Scheme A, imidazolo[1,2-a]pyrimidone (iva) can be prepared from alpha-bromoheteroaryl ketone (R═alkyl). Thus, cyclization of bromoketone (ia) with acetyl guanidine in an appropriate solvent such as dimethylformamide at a temperature of 25-120° C. for a period of 1-72 hours to give 2-acetamidoimidazole (iia), which can be hydrolyzed with an acid such as sulfuric acid in an appropriate solvent such as water or ethanol at a temperature of 60-120° C. for a period of 2-24 hours to give 2-aminioimidazole (iiia). 2-Aminoimidazole (iiia) can be modified by cyclization with substituted acrylate in an inert solvent such as methanol, dioxane or phenylether at a temperature of 60-260° C. for a period of 0.5-16 hours to give imidazolo[1,2-a]pyrimidone (iva).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06346534B1
Source datasetuspto-grants-2002_02
ORD IDord-62c9adf6df09471180ce41029d240fcf
Source noteuspto-grants-2002_02