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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 547443Generated: October 31, 2026

Bicarbonate Ion → (Pyrimidin-4-yl)acetonitrile

https://huagongshe.com/reaction/547443

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBicarbonate IonHCID 769—
Reactanthydroxylamine-O-sulfonic acidHCID 76284—
ReactantEthenamine, N,N-dimethyl-2-(4-pyrimidinyl)- (9CI)HCID 6433770—
Product(Pyrimidin-4-yl)acetonitrileHCID 1416957239.1%

Reaction Conditions

Temperature50 °C

Reaction Steps

To 70 mL of an aqueous solution containing 5 g of dimethyl-[(E)-2-(4-pyrimidinyl)vinyl]amine, 9.48 g of hydroxylamine-O-sulfonic acid was added and stirred at 50° C. for 30 minutes. The reaction solution was made basic by addition of saturated aqueous hydrogen-carbonate solution under cooling with ice, and extracted with ethyl acetate. The ethyl acetate extract was dried over anhydrous magnesium sulfate and removed of the solvent by distillation under reduced pressure. Thus obtained residue was purified on 30 g silica gel column chromatography (eluent, chloroform:methanol=30:1) to provide 1.56 g (yield: 39%) of the title compound as pale yellow crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07939536B2
Source datasetuspto-grants-2011_05
ORD IDord-f28b9423104643fd87633d8be6a244eb
Source noteuspto-grants-2011_05