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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 515430Generated: October 30, 2026

Sodium Bicarbonate → HCID 71616921, compound

https://huagongshe.com/reaction/515430

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 178518789HCID 178518789—
CatalystAcetic AcidHCID 176—
SolventMethanolHCID 887—
ProductHCID 71616921HCID 7161692182%

Reaction Steps

5-[1-(4-[(E)-1-(5-Nitro-2-furyl)methylidene]aminophenyl)-4-piperidyl]-2,3-dihydro-1,3,4-oxadiazol-2-one (9a, 0.38 g, 1 mmol) on reduction with sodiumcyano borohydride (0.12 g, 2 mmol) in the presence of catalytic amount of CH3COOH (3 drops) in methanol at 0° C. for 12 h. After completion of the reaction as indicated by TLC, the reaction mixture is neutralized with sodium bi carbonate and extracted into chloroform. The crude product thus obtained was purified by column chromatography using ethyl acetate-hexane (8:2) as eluant to obtain product 5-[1-(4-[(5-nitro-2-furyl)methyl]aminophenyl)-4-piperidyl]-2,3-dihydro-1,3,4-oxadiazol-2-one (10a, 315 mg, 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108960B2
Source datasetuspto-grants-2015_08
ORD IDord-f07c90c046fb4c86b036cf8df8488d1d
Source noteuspto-grants-2015_08