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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1410605Generated: October 27, 2026

Iodine → 2-Chloro-6-methoxyquinoline-3-carbonitrile

https://huagongshe.com/reaction/1410605

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodineHCID 807—
ReactantTetrahydrofuranHCID 8028—
Reactant2-Chloro-3-quinolinecarboxaldehydeHCID 690958—
ReactantAzane;hydrateHCID 12896473—
Product2-Chloro-6-methoxyquinoline-3-carbonitrileHCID 86561238%

Reaction Conditions

Temperature20 °C

Reaction Steps

To a mixture of 2-chloroquinoline-3-carboxaldehyde (1.00 g, 4.50 mmol) in THF (30 mL) was added NH3.H2O (30 mL, 25%) and I2 (1.26 g, 4.90 mmol), the mixture was stirred at 20° C. for 8 hours. Aqueous workup with EtOAc extraction gave the crude product. Purification by silica gel column (PE/EtOAc=10/1 to 2/1) gave the product (370 mg, yield 38%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921562B2
Source datasetuspto-grants-2014_12
ORD IDord-92daf52c58484c9b8f9e643ae71a48a2
Source noteuspto-grants-2014_12