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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 920470Generated: October 25, 2026

Urea → 5-Amino-6-nitro-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/920470

Reaction equation

Participants

RoleNameHCIDCharge
ReactantUreaHCID 1176—
Reactant4-Chloro-5-nitrophthalimideHCID 2801129—
SolventWaterHCID 962—
Product5-Amino-6-nitro-1H-isoindole-1,3(2H)-dioneHCID 1514456892.5%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 5-chloro-6-nitroisoindoline-1,3-dione (28.0 g, 0.123 mol) and urea (73.8 g, 1.23 mol) was stirred and heated to 150° C. under argon for 6 h. After cooled to rt, the solid was suspended in hot water (100 mL, 80° C.), filtered, washed with hot water (3×50 mL) and dried under vacuum to give a yellow solid product, 23.56 g, 92.5% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273055B2
Source datasetuspto-grants-2016_03
ORD IDord-ed47e73b7daf467f93712a427a8e6c1c
Source noteuspto-grants-2016_03