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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2260461Generated: October 30, 2026

Phthaloyl chloride → 2H-Isoindole-2-carbonitrile, 1,3-dihydro-1,3-dioxo-

https://huagongshe.com/reaction/2260461

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthaloyl chlorideHCID 6955—
ReactantBis(trimethylsilyl)carbodiimideHCID 70473—
CatalystTin tetrachlorideHCID 24287—
Solvent1,2,4-TrimethylbenzeneHCID 7247—
Product2H-Isoindole-2-carbonitrile, 1,3-dihydro-1,3-dioxo-HCID 10997491—

Reaction Conditions

Temperature60 °C

Reaction Steps

N-Cyanophthalimide was prepared, as shown in Reaction 1, under a dry atmosphere from a 1:1 mixture of phthaloyl dichloride and 1,3-bis(trimethylsilyl) carbodiimide using 1,2,4-trimethylbenzene as solvent. Two drops of tin(IV) chloride were added as a catalyst before heating the mixture to 60° C. for six hours. The reaction mixture was cooled, filtered, and washed with chilled toluene giving yellow crystals as product. ##STR6##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05478356
Source datasetuspto-grants-1995_12
ORD IDord-73d3b4413f384c17a188f0dce4fdd694
Source noteuspto-grants-1995_12