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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1464267Generated: October 31, 2026

Sodium hydride → HCID 21848878, compound

https://huagongshe.com/reaction/1464267

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Chloro-5-(chloromethyl)pyridineHCID 155479—
Reactant(1E)-N-Cyano-N′-methylethanimidamideHCID 15300768—
SolventDimethylformamideHCID 6228—
ProductHCID 21848878HCID 2184887850.3%

Reaction Steps

0.6 g of sodium hydride (purity 60%) was added to the solution of 1.3 g of N-cyano-N'-methylacetamidine in 20 ml of N,N-dimethylformamide at ice bath temperature. After stirring it at the same temperature for 1 hour, 2.2 g of 2-chloro-5-pyridylmethylchloride was added to the mixture, followed by stirring for 5 hours at room temperature. The reaction mixture was then poured into ice-water, extracted with ethyl acetate, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue obtained was purified by column chromatography on silica gel to afford 1.5 g of compound No. 22 m.p. 101°-103° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05304566
Source datasetuspto-grants-1994_04
ORD IDord-16c75e4fece343bab60ec673ecd15854
Source noteuspto-grants-1994_04