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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1763167Generated: October 31, 2026

Acetic Anhydride → 4,5,6,7-Tetrachloro-3,3-bis[2-[4-(dimethylamino)phenyl]-2-(4-methoxyphenyl)ethenyl]-1(3H)-isobenzofuranone

https://huagongshe.com/reaction/1763167

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantTetrachlorophthalic anhydrideHCID 8326—
ReactantSodium HydroxideHCID 14798—
Reactant4-[1-(4-Methoxyphenyl)ethenyl]-N,N-dimethylanilineHCID 15606773—
SolventWaterHCID 962—
Product4,5,6,7-Tetrachloro-3,3-bis[2-[4-(dimethylamino)phenyl]-2-(4-methoxyphenyl)ethenyl]-1(3H)-isobenzofuranoneHCID 54137108—

Reaction Conditions

Temperature120 °C

Reaction Steps

Into 25 ml of acetic anhydride, 13.0 g of 1-(p-methoxyphenyl)-1-(p-dimethylaminophenyl)ethylene and 9.3 g of tetrachlorophthalic anhydride were added and the mixture was stirred for 2 hours at 120° C. After adding the reaction mixture into 200 ml of water and making the mixture alkaline with sodium hydroxide, the alkaline mixture was extracted with 70 ml of toluene. The solid matter obtained by distilling off toluene from the extract was recrystallized from butanol while purifying with activated carbon to obtain 14.3 g of pale yellow crystals melting at 133°-135° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04835291
Source datasetuspto-grants-1989_05
ORD IDord-862e6d96dd8c4563a955db92e4904f6c
Source noteuspto-grants-1989_05