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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 866526Generated: October 25, 2026

Dimethyl Sulfoxide → Ethanediamide, N1,N2-bis(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-

https://huagongshe.com/reaction/866526

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantWaterHCID 962—
ReactantPhthalic AnhydrideHCID 6811—
ReactantOxalic acid, dihydrazideHCID 13826—
SolventTolueneHCID 1140—
ProductEthanediamide, N1,N2-bis(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-HCID 113193—

Reaction Steps

Two moles of phthalic anhydride (296 g.) and one mole of oxalic dihydrazide (118 g.) in 500 ml. dimethyl sulfoxide and 750 ml. toluene were heated at reflux until two moles of water were removed (about 2 hours). The mixture was cooled and filtered. After washing with benzene, the white product was dried to constant weight at 50° C giving an essentially quantitative yield of N,N'bis(phthalimido)oxamide #-# dimethyl sulfoxide 1:2 complex.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04100132
Source datasetuspto-grants-1978_07
ORD IDord-6df4c634f5fb4287861990b6ed1ce0ee
Source noteuspto-grants-1978_07