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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 984569Generated: October 29, 2026

3-Bromothiophene → HCID 13586593, compound

https://huagongshe.com/reaction/984569

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-BromothiopheneHCID 13383—
ReactantN-MethylformamideHCID 31254—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
ProductHCID 13586593HCID 1358659381%

Reaction Steps

Using general procedure C with the exception that CuI (10 mg, 0.05 mmol, 5 mol %) was used, 3-bromothiophene was coupled with N-methylformamide with the reaction time of 24 h. Chromatography gave 114 mg (81%) of the title compound as an oil. 1H NMR (CDCl3, 300 MHz): δ 8.36 (s, 0.8H), 7.71 (s, 0.2H), 7.49 (dd, 0.2H, J=1.5, 5.4 Hz), 7.08 (dd, 0.2H, J=1.2, 3.0 Hz), 6.80 (dd, 0.2H, J=3.3, 5.4 Hz), 6.64 (dd, 0.8H, J=3.3, 5.1 Hz), 6.30 (dd, 0.8H, J=1.8, 5.4 Hz), 5.98 (dd, 0.8H, J=1.2, 3.0 Hz), 2.79 (s, 2.4H), 2.21 (s, 0.6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06867298B2
Source datasetuspto-grants-2005_03
ORD IDord-db4c944ee6f246b997d7a5f3b417f2e6
Source noteuspto-grants-2005_03