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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1355594Generated: November 3, 2026

Ethyl Acetate → HCID 22229400, compound

https://huagongshe.com/reaction/1355594

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 24, 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) resulted 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-089d4a35f86c40538392a7a945c48b67
Source noteuspto-grants-2003_07