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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 546724Generated: October 25, 2026

tert-Butyl carbazate → tert-butyl N'-{(E)-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]acryloyl}hydrazinecarboxylate

https://huagongshe.com/reaction/546724

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl carbazateHCID 70091—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
Reactant(E)-3-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]acrylic acidHCID 59528030—
ReactantSodium bicarbonate waterHCID 86585896—
Solvent1,2-DichloroethaneHCID 11—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Producttert-butyl N'-{(E)-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]acryloyl}hydrazinecarboxylateHCID 6683914587.5%

Reaction Steps

HOBT (420 mg) and EDC (590 mg) were sequentially added to a solution of (E)-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]acrylic acid (530 mg), tert-butyl carbazate (271 mg) and IPEA (0.71 mL) in DMF (10 mL), and the reaction solution was stirred at room temperature for 15 hours. Ethyl acetate and saturated sodium bicarbonate water were added to the reaction solution, and the organic layer was separated. The resulting organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The resulting solid was recrystallized from a mixed solution of ethyl acetate and ethanol to obtain 668 mg of the title compound. The property values of the compound are as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935815B2
Source datasetuspto-grants-2011_05
ORD IDord-ed2fb6fff2834b9c84ecf460668fccef
Source noteuspto-grants-2011_05