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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1413352Generated: October 31, 2026

Water → 4-Azido-2-(7-hydroxy-1-naphthalenyl)-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/1413352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium AzideHCID 33557—
ReactantHCID 20291868HCID 20291868—
SolventDimethyl SulfoxideHCID 679—
Product4-Azido-2-(7-hydroxy-1-naphthalenyl)-1H-isoindole-1,3(2H)-dioneHCID 2029188673.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 2.4 g (0.007 mol) of 1-(3-nitrophthalimidyl)-7-hydroxynaphthalene and 0.52 g (0.008 mol) of sodium azide in 14 ml of dimethylsulphoxide is stirred for 24 hours at 80° C. 100 ml of water are added to the solution. The crystals which have precipitated are filtered off with suction, washed with water and dried at 80° C./100 mm Hg. 1.7 g (73.6% of theory) of 1-(3-azidophthalimidyl)-7-hydroxynaphthalene are obtained; melting point 154° C. (with decomposition). IR spectrum (KBr): 1775 and 1720 cm-1 (CO--N--CO); 2130 cm-1 (N3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04250096
Source datasetuspto-grants-1981_02
ORD IDord-eb0c917b3f6c45a2bebd9ce889c8d58c
Source noteuspto-grants-1981_02