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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1355604Generated: October 31, 2026

Ethyl Acetate → HCID 22229400, compound

https://huagongshe.com/reaction/1355604

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 3-3, 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); 1H NMR (CDCl3): δ 4.56 (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 numberUS06586405B2
Source datasetuspto-grants-2003_07
ORD IDord-527db6b621f449b7a79d8b37da25af4c
Source noteuspto-grants-2003_07