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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2235985Generated: October 29, 2026

Diisopropylaniline → 2-[2,6-Bis(1-methylethyl)phenyl]-6-chloro-1H-benz[de]isoquinoline-1,3(2H)-dione

https://huagongshe.com/reaction/2235985

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylanilineHCID 32484—
Reactant1H,3H-Naphtho[1,8-cd]pyran-1,3-dione, 6-chloro-HCID 77672—
CatalystZinc AcetateHCID 11192—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product2-[2,6-Bis(1-methylethyl)phenyl]-6-chloro-1H-benz[de]isoquinoline-1,3(2H)-dioneHCID 68581854—

Reaction Conditions

Temperature200 °C

Reaction Steps

A mixture of 23.3 g of 4-chloronaphthalene-1,8-dicarboxylic anhydride, 19.0 g of 2,6-diisopropylaniline and 9.2 g of anhydrous zinc acetate in 65 ml of N-methylpyrrolidone was heated at 200° C. for 3 hours. After cooling, the precipitate formed was filtered off, washed and dried. This gave 22.4 g of 4-chloro-N-(2,6-diisopropylphenyl)naphthalene-1,8-dicarboximide having a melting point of 289° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07714044B2
Source datasetuspto-grants-2010_05
ORD IDord-752d25df81ad4b959decca6fc0907724
Source noteuspto-grants-2010_05