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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1582900Generated: November 1, 2026

Water → 5-[(Hydroxyimino)methyl]-3-thiophenecarbonitrile

https://huagongshe.com/reaction/1582900

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
ReactantHydroxyamine hydrochlorideHCID 443297—
Reactant5-Formylthiophene-3-carbonitrileHCID 12280009—
SolventMethanolHCID 887—
Product5-[(Hydroxyimino)methyl]-3-thiophenecarbonitrileHCID 7385163297.1%

Reaction Conditions

Temperature10 °C

Reaction Steps

11.6 g (84.6 mmol) of 4-cyanothiophene-2-carbaldehyde were dissolved in 140 ml of methanol and 12.3 g (116.1 mmol) of sodium carbonate were added. 6.5 [lacuna] (93.5 mmol) of hydroxylamine hydrochloride were subsequently added at 15° C. with cooling, a little at a time, and the mixture was stirred for 2 hours at 10° C. After 80 ml of water had been added, the reaction mixture was extracted five times using in each case 50 ml of diethyl ether, the organic phase was dried over sodium sulfate and the solvent was removed in vacuo. 12.5 g of the required product resulted as a yellow crystal powder (96% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06740647B1
Source datasetuspto-grants-2004_05
ORD IDord-428f6cf68ce44ccd90b0424d6b713a43
Source noteuspto-grants-2004_05