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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 655530Generated: October 31, 2026

3,4-Dichlorophenyl isocyanate → (S)-4-(3-Hydroxy-propyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid (3,4-dichloro-phenyl)-amide

https://huagongshe.com/reaction/655530

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-Dichlorophenyl isocyanateHCID 7607—
Reactant(S)-1-(3-Hydroxy-propyl)-3-methyl-piperazin-2-oneHCID 66999467—
SolventTetrahydrofuranHCID 8028—
Product(S)-4-(3-Hydroxy-propyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid (3,4-dichloro-phenyl)-amideHCID 6708059892.1%

Reaction Steps

3,4-Dichlorophenyl isocyanate (334 mg, 1.74 mmol) was added at 0° C. to a solution of (S)-1-(3-hydroxy-propyl)-3-methyl-piperazin-2-one (intermediate 20D; 300 mg, 1.74 mmol) in tetrahydrofuran (3 ml), then after 2.5 h the reaction mixture was evaporated. Chromatography (SiO2; dichloromethane/methanol/25% aq. ammonia solution 90:10:0.25) produced the title compound (577 mg, 92%). White foam, MS (ISP)=360.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071586B2
Source datasetuspto-grants-2011_12
ORD IDord-8906ff1503ec4aae9ca2fd37baf4a300
Source noteuspto-grants-2011_12