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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1606003Generated: October 30, 2026

Aldoxime → Acetonitrile oxide

https://huagongshe.com/reaction/1606003

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAldoximeHCID 7863—
ReactantChlorineHCID 24526—
Reactant2,3-Dichloro-1,4-benzoquinoneHCID 138423—
ReactantSodium BicarbonateHCID 516892—
SolventWaterHCID 962—
ProductAcetonitrile oxideHCID 522391—
ProductHCID 21545721HCID 21545721—

Reaction Steps

A solution of acetonitrile oxide was prepared by passing chlorine (10.8 grams) over 30 minutes into a stirred suspension of acetaldoxime (9 grams) and sodium bicarbonate (25.2 grams) in water at 0° C was added 2,3-dichlorobenzoquinone (17.7 grams) portionwise over 15 minutes. The mixture was stirred at 0°-5° C for 2 hours and then extracted with methylene chloride. The dried extracts were evaporated to dryness under reduced pressure and the residue recrystallized from ethanol to give the desired product as yellow crystals having a melting point of 214°-215° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03952003
Source datasetuspto-grants-1976_04
ORD IDord-a707d3f725624214a4ace320b4d506a7
Source noteuspto-grants-1976_04