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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 127350Generated: October 30, 2026

Acetic Acid → 3-Nitroso-2-phenylimidazo(1,2-a)pyrimidine

https://huagongshe.com/reaction/127350

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant2-phenylimidazo[1,2-a]pyrimidineHCID 204149—
ReactantSodium NitriteHCID 23668193—
SolventWaterHCID 962—
Product3-Nitroso-2-phenylimidazo(1,2-a)pyrimidineHCID 25392465.3%

Reaction Conditions

Temperature5 °C

Reaction Steps

A mixture of 20 g of 2-phenylimidazo(1,2-a)pyrimidine, 200 ml of glacial acetic acid and 20 ml of water is warmed with stirring until the solids are completely dissolved. The solution is next cooled to 5° C. in an ice/salt bath. A solution of 15 g of NaNO2 in 50 ml of water is added dropwise to the cooled acetic acid solution while the solution is kept between 0°-5° C. throughout the addition of NaNO2 solution and three hours thereafter. The reaction mixture is further stirred for 12 more hours at room temperature. The green precipitate is filtered and washed thoroughly with water on a glass filter. The residue is recrystallized once from 2-propanol to yield about 15 g of 3-nitroso-2-phenylimidazo(1,2-a)pyrimidine, m.p. 223°-225° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04255573
Source datasetuspto-grants-1981_03
ORD IDord-b35b682adcb14faf862dbf5b083f2d5b
Source noteuspto-grants-1981_03