Lithium 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	Lithium Bromide	HCID 82050	—
Reactant	(S)-(+)-N-(2,3-Epoxypropyl)phthalimide	HCID 719412	—
Reactant	4-(4-Isocyanatophenyl)morpholin-3-one	HCID 53341421	—
Solvent	Dimethylformamide	HCID 6228	—
Product	2-[[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl]isoindole-1,3-dione	HCID 11690317	91.75%

Reaction Conditions

Temperature	140 °C

Reaction Steps

(S)-2-(oxiran-2-ylmethyl)isoindoline-1,3-dione (3.87 g, 19.06 mmol, 1.1 eq.) and 4-(4-isocyanatophenyl)morpholin-3-one (3.77 g, 17.29 mmol) were dissolved in N,N-dimethylformamide (70 mL) respectively and heated to 140° C. Then lithium bromide (0.15 g, 1.74 mmol) was added, the mixture was reacted for 4 h, white solid was obtained by filtration (6.68 g, yield: 91.75%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09079892B2
Source dataset	uspto-grants-2015_07
ORD ID	ord-a2a918e5455647e298753bb399714d9c
Source note	uspto-grants-2015_07