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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 76137Generated: October 28, 2026

Thionyl Chloride → 1-Iodo-2-cyano-4-propoxy-benzene

https://huagongshe.com/reaction/76137

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant2-Iodo-5-propoxy-benzamideHCID 66611330—
SolventDimethylformamideHCID 6228—
Product1-Iodo-2-cyano-4-propoxy-benzeneHCID 66614206—

Reaction Conditions

Temperature115 °C

Reaction Steps

To 1.40 g (4.59 mmol) 2-iodo-5-propoxy-benzamide in 40 mL DMF are added 1.67 mL (22.9 mmol) SOCl2 and the reaction mixture is stirred at 115° C. for 1 h. The reaction is quenched by the addition of water and extracted with EtOAc (3×). The combined organic layers are washed with water and brine, dried with Na2SO4 and the solvent is removed in vacuo. The crude product is purified by column chromatography (silica gel, heptane/EtOAc 100/0→60/40).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835472B2
Source datasetuspto-grants-2014_09
ORD IDord-10127b2c855b422fb590b1958f5b38b6
Source noteuspto-grants-2014_09