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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 330837Generated: October 30, 2026

Water → 1-Iodo-2-cyano-4-propoxy-benzene

https://huagongshe.com/reaction/330837

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
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

1.67 mL (22.9 mmol) SOCl2 are added to 1.40 g (4.59 mmol) 2-iodo-5-propoxy-benzamide (XXIX.1) in 40 mL DMF. The mixture is stirred at 115° C. for 1 h. After that time, water is added and the mixture is extracted with EtOAc (3×). The combined organic layers are washed with water and brine, dried over sodium sulphate 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 numberUS08877754B2
Source datasetuspto-grants-2014_11
ORD IDord-a0b5b6a789ff4f9f948b06fda70b774f
Source noteuspto-grants-2014_11