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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 599643Generated: October 27, 2026

tert-Butyl carbazate → tert-butyl N'-[2-(2-chloroethoxy)-2-(6-chloropyridin-3-yl)acetyl]hydrazinecarboxylate

https://huagongshe.com/reaction/599643

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl carbazateHCID 70091—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
Reactant(2-Chloroethoxy)-(6-chloropyridin-3-yl)acetic acidHCID 86615151—
Solvent1,2-DichloroethaneHCID 11—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Producttert-butyl N'-[2-(2-chloroethoxy)-2-(6-chloropyridin-3-yl)acetyl]hydrazinecarboxylateHCID 8661515072.6%

Reaction Steps

HOBT (681 mg), IPEA (1.98 mL) and EDC (966 mg) were sequentially added to a solution of (2-chloroethoxy)-(6-chloropyridin-3-yl)acetic acid (630 mg) and tert-butyl carbazate (400 mg) in DMF (15 mL), and the reaction solution was stirred at room temperature for three hours. Ethyl acetate and water were added to the reaction solution, and the organic layer was separated. The resulting organic layer was washed with brine, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent solvent: heptane:ethyl acetate=1:2) to obtain 666 mg of the title compound. The property value of the compound is as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07897632B2
Source datasetuspto-grants-2011_03
ORD IDord-6ac33b98ed464f58b189f30641fbdba2
Source noteuspto-grants-2011_03