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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1898940Generated: October 31, 2026

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

https://huagongshe.com/reaction/1898940

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

After 13.2 g of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) was added by several portions to a solution of 9.6 g of 2-isopropylaminobenzyl alcohol in 200 ml of dioxane, the mixture was stirred for further an hour. The solvent was removed by distillation to concentrate the reaction mixture, and methylene chloride was then 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 obtain 7.6 g of 2-isopropylaminobenzaldehyde.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05571820
Source datasetuspto-grants-1996_11
ORD IDord-cdd16b9d0d714256a4abf408d41f63eb
Source noteuspto-grants-1996_11