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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1979449Generated: October 29, 2026

Triethylamine → HCID 21201727, compound

https://huagongshe.com/reaction/1979449

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl 3-aminobenzoateHCID 11400—
ReactantTriphosgeneHCID 94429—
ReactantHCID 21201778HCID 21201778—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
SolventTetrahydrofuranHCID 8028—
ProductHCID 21201727HCID 21201727200.7%

Reaction Conditions

Temperature6.5 °C

Reaction Steps

Ethyl 3-aminobenzoate (0.54 g) was dissolved in tetrahydrofuran (15 ml), the solution was cooled to internal temperature 5-8° C. Triphosgene (0.35 g) was added, the mixture was stirred for 5 minutes. Subsequently, triethylamine (1.20 g) was added to the mixture over 15 minutes interval, stirred at room temperature for 10 minutes, and a solution of 1-(2-thenoylmethyl)-2-oxo-3-amino-5-(2-thenoyl)-8-methyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepine (1.26 g) in tetrahydrofuran (15 ml) was added, stirred for one hour. Water and chloroform were added to the reaction mixture, and extracted. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, crystals so precipitated were collected by filtration with ether, to thereby obtain 1.46 g of the title compound (Yield: 79.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06239131B1
Source datasetuspto-grants-2001_05
ORD IDord-634cd86108f94361bc8be7f861a8ee12
Source noteuspto-grants-2001_05