N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline Basic information
Product Name:N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline
Synonyms:N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline≥ 99% (HPLC);Ethyl 2-ethoxy-1,2-dihydro-1-quinolinecarboxylate for synthesis;EEDQ~N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline;ethyl N-(2-ethoxy-1,2-dihydroquinoline)carboxylate;N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline ,98%;N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline, 99+% 100GR;ETHYL 2-ETHOXY-1,2-DIHYDRO-1-QUINOLINECA;ethyl 2-ethoxyquinoline-1(2H)-carboxylate
CAS:16357-59-8
MF:C14H17NO3
MW:247.29
EINECS:240-418-2
Product Categories:Acids and Derivatives;Heterocycles;Coupling Reagent;Biochemistry;Condensation & Active Esterification;Coupling Reactions (Peptide Synthesis);Peptide Synthesis;Synthetic Organic Chemistry
Mol File:16357-59-8.mol
N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline Structure
N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline Chemical Properties
Melting point 62-67 °C(lit.)
Boiling point 125-128 °C (0.1 mmHg)
density 1.1173 (rough estimate)
refractive index 1.5300 (estimate)
Fp 125-128°C/0.1mm
storage temp. 2-8°C
solubility Chlorofrom (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
pka-1.27±0.40(Predicted)
form Crystalline Powder
color White to beige
Water Solubility insoluble
Sensitive Moisture Sensitive
Merck 14,3518
BRN 533048
CAS DataBase Reference16357-59-8(CAS DataBase Reference)
EPA Substance Registry System1(2H)-Quinolinecarboxylic acid, 2-ethoxy-, ethyl ester (16357-59-8)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 38-36/37/38-20/21/22
Safety Statements 22-24/25-36/37/39-26-36
WGK Germany 3
RTECS VB2010000
9-21
TSCA Yes
HS Code 29334990
Toxicitymouse,LD50,intraperitoneal,32mg/kg (32mg/kg),Journal of Medicinal Chemistry. Vol. 14, Pg. 49, 1971.
MSDS Information
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N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline English
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N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline Usage And Synthesis
Chemical PropertiesWhite to pale yellow solid
UsesPeptide condensing agent with little or no racemization. Amidation coupling reagent.
UsesIn the synthesis of peptides.
Uses2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline is an irreversible membrane-bound receptor antagonist. It is used in synthetic chemistry, discovery, process R&D. It also acts as coupling reagents.
Purification MethodsDissolve EEDQ ~180g in CHCl3, evaporate to dryness in a vacuum. Add dry Et2O (20mL) and a white solid separates on standing. Set aside for a few hours, collect the solid, wash it thoroughly with cold Et2O and dry it in a vacuum (~140g, m 63.5-65o). A further crop of solid (~25g) is obtained from the filtrate on standing overnight. [Fieser & Fieser Reagents for Organic Synthesis 2 191 1969, Belleau et al. J Am Chem Soc 90 823 1968 and 90 1651 1968, Beilstein 21/3 V 28.]
N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline Preparation Products And Raw materials
Raw materialsDiethyl ether-->Dichloromethane-->N,N-Dimethylformamide-->Magnesium sulfate-->Potassium hydroxide-->Ethyl chloroformate-->Quinoline-->Boron trifluoride diethyl etherate
Ethoxyamine hydrochloride 2-(METHYLPHENYL) CARBAMIC ACID ETHYL ESTER ethyl dimethylcarbamate Ethanol Ethyl pyruvate Ethyl formate DIETHOXYMETHANE N-METHYL-N-PHENYLURETHANE Ethylparaben Ethoxyquin N-PHENYLCARBAMIC ACID METHYL ESTER ISOXADIFEN-ETHYL Ethoxy Ethyl acetate N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline Ethyl acrylate N,2'-DIMETHYLFORMANILIDE ethyl (hydroxymethyl)-carbamate

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