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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 549282Generated: October 30, 2026

Phosphorus oxychloride → 2-Bromo-4-chlorothieno(3,2-c)pyridine

https://huagongshe.com/reaction/549282

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactant2-bromothieno[3,2-c]pyridin-4(5H)-oneHCID 12875893—
Product2-Bromo-4-chlorothieno(3,2-c)pyridineHCID 1775039080.7%

Reaction Conditions

Temperature135 °C

Reaction Steps

Phosphorus oxychloride (4.08 g, 26.6 mmol) was added dropwise to 2-bromothieno[3,2-c]pyridin-4 (5H)-one (2.04 g, 8.87 mmol) at 0° C. The mixture was heated at 135° C. for 2.5 h, then carefully poured over ice water. The precipitated was collected by filtration and dried to yield 1.78 g (80.7%) of title product. 1H NMR (270 MHz, CH3OH-d4) δ ppm 7.67 (d, 1H) 7.88 (dddd, J=6.33 Hz, 2H) 8.19 (d, J=5.54 Hz, 1H); MS 248.0 (M−H)+; Purity (HPLC) 100

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943639B2
Source datasetuspto-grants-2011_05
ORD IDord-fc7fa77ce712466ca5544b58c2148a5f
Source noteuspto-grants-2011_05