Diethyl 2-anilinomalonate

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Diethyl 2-anilinomalonate Basic information
Product Name:Diethyl 2-anilinomalonate
Synonyms:Diethyl 2-(phenylamino)malonate 95+%;diethyl 2-anilinopropanedioate;DIETHYL 2-PHENYLAMINOMALONATE;2-(Phenylamino)propanedioic acid diethyl ester;2-Anilinomalonic acid diethyl ester;2-Phenylamino-malonic acid diethyl ester;Diethyl 2-(phenylamino);Propanedioic acid, 2-(phenylamino)-, 1,3-diethyl ester
CAS:6414-58-0
MF:C13H17NO4
MW:251.28
EINECS:
Product Categories:
Mol File:6414-58-0.mol
Diethyl 2-anilinomalonate Structure
Diethyl 2-anilinomalonate Chemical Properties
Melting point 43-45 °C
Boiling point 340.6±22.0 °C(Predicted)
density 1.167±0.06 g/cm3(Predicted)
storage temp. 2-8°C(protect from light)
pka14.73±0.59(Predicted)
AppearanceWhite to off-white Solid
Safety Information
HazardClass IRRITANT
HS Code 2922390090
MSDS Information
Diethyl 2-anilinomalonate Usage And Synthesis
Synthesis
DIETHYL BROMOMALONATE

685-87-0

DIETHYL 2-ANILINOMALONATE

6414-58-0

(1) Synthesis of diethyl anilino malonate: Aniline (18.6 g, 0.20 mol) was dissolved in anhydrous benzene (125 mL), followed by the addition of diethyl bromomalonate (23.9 g, 0.10 mol). The reaction mixture was heated to reflux under continuous stirring and maintained for 37 hours. Upon completion of the reaction, the reaction mixture was washed with dilute hydrochloric acid to remove unreacted aniline. The organic layer was separated, washed three times with water and dried with anhydrous magnesium sulfate. Subsequently, the solvent was removed by distillation under reduced pressure. The crude product was purified by silica gel column chromatography using hexane/ethyl acetate (10:1, v/v) as eluent to afford 7.5 g (30% yield) of diethyl anilino malonate. The product was characterized by nuclear magnetic resonance (NMR) with the following data: 1H NMR (δ, TMS, CCl4): 1.20 (6H, t, J = 7 Hz), 4.20 (4H, q, J = 7 Hz), 4.66 (2H, s, br; changed to 1H after addition of D2O), 6.5-7.3 (5H, m).

References[1] Patent: US4421914, 1983, A
Diethyl 2-anilinomalonate Preparation Products And Raw materials
Raw materialsDiethyl bromomalonate-->Aniline-->Benzene-->Hexane-->Ethyl acetate
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