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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 3146Generated: October 26, 2026

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 2-((Propan-2-yl)amino)benzaldehyde

https://huagongshe.com/reaction/3146

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
Reactant[2-(Propan-2-ylamino)phenyl]methanolHCID 10797123—
Solvent1,4-DioxaneHCID 31275—
Product2-((Propan-2-yl)amino)benzaldehydeHCID 1104103580.1%

Reaction Steps

To a solution of 9.6 g of 2-isopropylaminobenzyl alcohol in 200 ml of dioxane was added 13.2 g of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) in several portions, followed by stirring for an hour. The solvent was evaporated, the reaction solution was concentrated, and methylene chloride was added thereto, followed by filtration. The filtrate was concentrated, and the resulting oily substance was purified by silica gel column chromatography (n-hexane:ethyl acetate=5:1) to give 7.6 g of 2-isopropylaminobenzaldehyde.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05733917
Source datasetuspto-grants-1998_03
ORD IDord-8547a040ad9a425c98f22d4b4c6c403c
Source noteuspto-grants-1998_03