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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1739819Generated: November 1, 2026

Water → (+/-)-ethyl N-[(4-chlorophenyl)(2,3-dihydro-1-methyl-2-oxo-4-phenyl-6-quinolinyl)-methyl]-N-[(cyanoimino)methyl]glycine

https://huagongshe.com/reaction/1739819

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl bromoacetateHCID 7748—
ReactantPotassium tert-butoxideHCID 86639980—
ReactantHCID 178481484HCID 178481484—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
Product(+/-)-ethyl N-[(4-chlorophenyl)(2,3-dihydro-1-methyl-2-oxo-4-phenyl-6-quinolinyl)-methyl]-N-[(cyanoimino)methyl]glycineHCID 131721408—

Reaction Steps

Ethyl 2-bromoacetate (2.45 ml) was added dropwise at 5° C. to a solution of intermediate (5-c) (9 g) and 2-methyl-2-propanol potassium salt (2.37 g) in dimethyl sulfoxide (100 ml) and the mixture was stirred at room temperature overnight. Water and ethyl acetate were added, the organic layer was decanted, dried (MgSO4), filtered off and evaporated till dryness. The product was used without further purification, yielding (±)-ethyl N-[(4-chlorophenyl)(2,3-dihydro-1-methyl-2-oxo-4-phenyl-6-quinolinyl)-methyl]-N-[(cyanoimino)methyl]glycine (interm. 5-d).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05968952
Source datasetuspto-grants-1999_10
ORD IDord-5be834ba07444178ac98f75f59936605
Source noteuspto-grants-1999_10