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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 546767Generated: October 30, 2026

Ammonium Chloride → tert-butyl N'-[2-(2-chloroethoxy)-2-(4-fluorophenyl)acetyl]-hydrazinecarboxylate

https://huagongshe.com/reaction/546767

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactanttert-Butyl carbazateHCID 70091—
ReactantBis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 152842—
Reactant(2-Chloroethoxy)-(4-fluorophenyl)acetic acidHCID 66839523—
SolventTetrahydrofuranHCID 8028—
SolventTriethylamineHCID 8471—
SolventEthyl AcetateHCID 8857—
Producttert-butyl N'-[2-(2-chloroethoxy)-2-(4-fluorophenyl)acetyl]-hydrazinecarboxylateHCID 6683949193.9%

Reaction Steps

Bis(2-oxo-3-oxazolidinyl)phosphinic acid chloride (4.38 g) was added to a solution of (2-chloroethoxy)-(4-fluorophenyl)acetic acid (2 g), tert-butyl carbazate (2.27 g) and triethylamine (3.58 mL) in tetrahydrofuran (20 mL), and the reaction solution was stirred at room temperature for 16 hours. Saturated aqueous ammonium chloride and ethyl acetate were added to the reaction solution, and the organic layer was separated. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (carrier: Chromatorex, elution solvent: heptane/ethyl acetate) to obtain the title compound (2.8 g). 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-3bd53134f151472dbdb305eed5e484e3
Source noteuspto-grants-2011_05