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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2235774Generated: October 31, 2026

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

https://huagongshe.com/reaction/2235774

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 numberUS07713993B2
Source datasetuspto-grants-2010_05
ORD IDord-b5973f76844045d19376775d2e569c89
Source noteuspto-grants-2010_05