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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1263423Generated: November 2, 2026

Ethyl Acetate → HCID 22229400, compound

https://huagongshe.com/reaction/1263423

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium AzideHCID 33557—
Reactant5-(Bromomethyl)thiophene-2-carbonitrileHCID 10560016—
SolventDimethylformamideHCID 6228—
SolventHexaneHCID 8058—
ProductHCID 22229400HCID 2222940083%

Reaction Steps

A solution of 2-cyano-5-(bromomethyl)thiophene (compound 23, 3.5 g, 17.3 mmol) and sodium azide (Aldrich, 1.7 g, 26 mmol) in DMF (Aldrich, 60 mL) was stirred at ambient temperature for 10 hours. Flash column chromatography (20% ethyl acetate in hexane) gave the title compound (2.35 g, 83%). TLC Rf 0.48 (20% of ethyl acetate in hexane); 1HNMR (CDCl3) δ4.56 (s, 2H), 7.01 (d, 1H, J=3.7 Hz), 7.55 (d, 1H, J=3.7 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06541467B1
Source datasetuspto-grants-2003_04
ORD IDord-5d913382155745feb3406c3f101d9623
Source noteuspto-grants-2003_04