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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1045743Generated: November 2, 2026

Acetic Acid → HCID 58447001, compound

https://huagongshe.com/reaction/1045743

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium NitriteHCID 23668193—
ReactantHCID 58447017HCID 58447017—
SolventWaterHCID 962—
SolventSodium BicarbonateHCID 516892—
ProductHCID 58447001HCID 5844700176.9%

Reaction Conditions

Temperature10 °C

Reaction Steps

A 25 mL round bottom flask was charged with 2-bromo-6-hydrazinyl-3-methyl-5-(4-methylpiperazin-1-yl)pyrazine (0.92 g, 3.0 mmol) and CH3COOH (2 mL). To the above was added dropwise a solution of NaNO2 (0.32 g, 4.6 mmol) in water (2 mL) at 10° C. The resulting mixture was stirred at 10° C. for 1 h. Work-up: the reaction mixture was diluted with saturated aqueous NaHCO3 (100 mL) and then extracted with CH2Cl2 (100 mL×3). The combined organic layers were dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel with 4% MeOH in CH2Cl2, to afford 0.72 g (75%) of the product as a white solid. MS m/z: 312 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569300B2
Source datasetuspto-grants-2013_10
ORD IDord-4badc0ef664d4ea99833150324852d4d
Source noteuspto-grants-2013_10