Magnesium Bromide → 2-[[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl]isoindole-1,3-dione

Participants

Role	Name	HCID	Charge
Reactant	Magnesium Bromide	HCID 82241	—
Reactant	(S)-(+)-N-(2,3-Epoxypropyl)phthalimide	HCID 719412	—
Reactant	4-(4-Isocyanatophenyl)morpholin-3-one	HCID 53341421	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	2-[[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl]isoindole-1,3-dione	HCID 11690317	95.1%

Reaction Conditions

Temperature	120 °C

Reaction Steps

(S)-2-(oxiran-2-ylmethyl)isoindoline-1,3-dione (4.04 g, 19.87 mmol, 1.15 eq.) and 4-(4-isocyanatophenyl)morpholin-3-one (3.77 g, 17.29 mmol) were dissolved in 1,4-dioxane (70 mL) respectively, then heated to 120° C. and magnesium bromide (0.22 g, 1.21 mmol) was added. The mixture was reacted for 4 h, white solid was obtained by filtration (6.94 g, yield: 95.1%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09079892B2
Source dataset	uspto-grants-2015_07
ORD ID	ord-64e588a40eae4db0a3dae84b0b41e18f
Source note	uspto-grants-2015_07