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

Name
N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline
EINECS 240-418-2
CAS No. 16357-59-8
Article Data13
CAS DataBase
Density 1.16 g/cm³
Solubility insoluble in water
Melting Point 62-67 °C(lit.)
Formula C₁₄H₁₇NO₃
Boiling Point 355.9 °C at 760 mmHg
Molecular Weight 247.294
Flash Point 169 °C
Transport Information
Appearance White to pale yellow solid
Safety 22-24/25-36/37/39-26-36
Risk Codes 38-36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms 1-(Ethoxycarbonyl)-2-ethoxy-1,2-dihydroquinoline;2-Ethoxy-1(2H)-quinolinecarboxylic acid ethyl ester;2-Ethoxy-N-(ethoxycarbonyl)-1,2-dihydroquinoline;EEDQ;Ethyl2-ethoxy-1(2H)-quinolinecarboxylate;N-Carbethoxy-2-ethoxy-1,2-dihydroquinoline;NSC 147831;
PSA 38.77000
LogP 3.10390

Synthetic route

: 91-22-5
quinoline

: 64-17-5
ethanol

: 541-41-3
chloroformic acid ethyl ester

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

Conditions

Conditions	Yield
With sodium hydrogencarbonate In dichloromethane; water at 0℃; for 1.33333h;	69%

...Expand

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: 67-64-1
acetone

: ethyl 4-(2-hydroxypropan-2-yl)quinoline-1(4H)-carboxylate

Conditions

Conditions	Yield
With diethylzinc; palladium diacetate; triphenylphosphine In toluene at 20℃; for 4h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere; regioselective reaction;	100%

: 107-10-8
propylamine

: 3050-37-1
indole-3-glycolic acid

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: carbonic acid ethyl ester (1H-indol-3-yl)-propylcarbamoyl-methyl ester

Conditions

Conditions	Yield
In dichloromethane for 5h; Ambient temperature;	99%

...Expand

: 3050-37-1
indole-3-glycolic acid

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: 62-53-3
aniline

: carbonic acid ethyl ester (1H-indol-3-yl)-phenylcarbamoyl-methyl ester

Conditions

Conditions	Yield
In dichloromethane for 5h; Ambient temperature;	99%

...Expand

: 3050-37-1
indole-3-glycolic acid

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: ethoxycarbonyloxy-(1H-indol-3-yl)-acetic acid

Conditions

Conditions	Yield
In dichloromethane for 5h; Ambient temperature;	99%

: 107-10-8
propylamine

: 617-73-2
2-hydroxy-octanoic acid

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: carbonic acid ethyl ester 1-propylcarbamoyl-heptyl ester

Conditions

Conditions	Yield
In dichloromethane for 5h; Ambient temperature;	99%

...Expand

: 107-10-8
propylamine

: 828-01-3
phenyllactic acid

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: carbonic acid ethyl ester 2-phenyl-1-propylcarbamoyl-ethyl ester

Conditions

Conditions	Yield
In dichloromethane for 5h; Ambient temperature;	99%

...Expand

: 828-01-3
phenyllactic acid

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: 2-ethoxycarbonyloxy-3-phenyl-propionic acid

Conditions

Conditions	Yield
In dichloromethane for 5h; Ambient temperature;	99%

: 828-01-3
phenyllactic acid

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: 100-46-9
benzylamine

: carbonic acid 1-benzylcarbamoyl-2-phenyl-ethyl ester ethyl ester

Conditions

Conditions	Yield
In dichloromethane for 5h; Ambient temperature;	99%

...Expand

: 4224-69-5
methyl 2-(bromomethyl)propenoate

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: 2-(2-methoxycarbonyl-allyl)-2H-quinoline-1-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With indium; acetic acid In tetrahydrofuran for 0.5h;	99%

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: 128312-11-8
3-methylthiophenylboronic acid

: 1497411-35-4
C19H19NO2S

Conditions

Conditions	Yield
With methallylnickel chloride dimer; sodium phenoxide; (1R,7R)-9,9-dimethyl-2,2,6,6-tetra(napht-2-yl)-4-phenyl-3,5,8,10-tetraoxa-4-phosphabicyclo<5.3.0>decane In 1,4-dioxane; tert-Amyl alcohol at 20℃; for 25h; Suzuki Coupling; Inert atmosphere; enantioselective reaction;	99%

: 3050-37-1
indole-3-glycolic acid

: 142-84-7
di-n-propylamine

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: carbonic acid dipropylcarbamoyl-(1H-indol-3-yl)-methyl ester ethyl ester

Conditions

Conditions	Yield
In dichloromethane for 5h; Ambient temperature;	98%

...Expand

: 3050-37-1
indole-3-glycolic acid

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: 100-46-9
benzylamine

: carbonic acid benzylcarbamoyl-(1H-indol-3-yl)-methyl ester ethyl ester

Conditions

Conditions	Yield
In dichloromethane for 5h; Ambient temperature;	98%

...Expand

: 611-71-2, 611-72-3, 17199-29-0, 90-64-2
MANDELIC ACID

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: 100-46-9
benzylamine

: 101730-29-4
ethoxycarbonyloxy-phenyl-acetic acid benzylamide

Conditions

Conditions	Yield
In dichloromethane for 5h; Ambient temperature;	98%

...Expand

: 617-73-2
2-hydroxy-octanoic acid

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: 62-53-3
aniline

: carbonic acid ethyl ester 1-phenylcarbamoyl-heptyl ester

Conditions

Conditions	Yield
In dichloromethane for 5h; Ambient temperature;	98%

...Expand

: 142-84-7
di-n-propylamine

: 611-71-2, 611-72-3, 17199-29-0, 90-64-2
MANDELIC ACID

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: carbonic acid dipropylcarbamoyl-phenyl-methyl ester ethyl ester

Conditions

Conditions	Yield
In dichloromethane for 5h; Ambient temperature;	97%

...Expand

: 107-10-8
propylamine

: 849585-22-4
LACTIC ACID

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: carbonic acid ethyl ester 1-propylcarbamoyl-ethyl ester

Conditions

Conditions	Yield
In dichloromethane for 5h; Ambient temperature;	97%

...Expand

: 828-01-3
phenyllactic acid

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: 62-53-3
aniline

: carbonic acid ethyl ester 2-phenyl-1-phenylcarbamoyl-ethyl ester

Conditions

Conditions	Yield
In dichloromethane for 5h; Ambient temperature;	97%

...Expand

: 1295-35-8
bis(1,5-cyclooctadiene)nickel (0)

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: 166330-10-5
bis[2-(diphenylphosphino)phenyl] ether

: C50H43NNiO4P2

Conditions

Conditions	Yield
Stage #1: bis(1,5-cyclooctadiene)nickel (0); bis[2-(diphenylphosphino)phenyl] ether In toluene at 23℃; for 0.333333h; Inert atmosphere; Stage #2: N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline In toluene for 1h; Inert atmosphere;	97%

...Expand

: 13331-23-2
fur-2-ylboronic acid

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: 2-furan-2-yl-2H-quinoline-1-carboxylic acid ethyl ester

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 1h;	96.4%

: 828-01-3
phenyllactic acid

: 142-84-7
di-n-propylamine

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: carbonic acid 1-dipropylcarbamoyl-2-phenyl-ethyl ester ethyl ester

Conditions

Conditions	Yield
In dichloromethane for 5h; Ambient temperature;	96%

...Expand

: 13734-41-3
t-Boc-L-valine

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: 98807-40-0
Boc-Val-O-COOEt

Conditions

Conditions	Yield
With 1-methyl-pyrrolidin-2-one In dichloromethane at 23℃; for 2h;	95%

: 10303-64-7
2-hydroxy-4-methylpentanoic acid

: 142-84-7
di-n-propylamine

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: carbonic acid 1-dipropylcarbamoyl-3-methyl-butyl ester ethyl ester

Conditions

Conditions	Yield
In dichloromethane for 5h; Ambient temperature;	95%

...Expand

: 617-73-2
2-hydroxy-octanoic acid

: 142-84-7
di-n-propylamine

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: carbonic acid 1-dipropylcarbamoyl-heptyl ester ethyl ester

Conditions

Conditions	Yield
In dichloromethane for 5h; Ambient temperature;	95%

...Expand

: 107-10-8
propylamine

: 10303-64-7
2-hydroxy-4-methylpentanoic acid

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: carbonic acid ethyl ester 3-methyl-1-propylcarbamoyl-butyl ester

Conditions

Conditions	Yield
In dichloromethane for 5h; Ambient temperature;	95%

...Expand

: 10303-64-7
2-hydroxy-4-methylpentanoic acid

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: 100-46-9
benzylamine

: carbonic acid 1-benzylcarbamoyl-3-methyl-butyl ester ethyl ester

Conditions

Conditions	Yield
In dichloromethane for 5h; Ambient temperature;	95%

...Expand

: 617-73-2
2-hydroxy-octanoic acid

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: 100-46-9
benzylamine

: carbonic acid 1-benzylcarbamoyl-heptyl ester ethyl ester

Conditions

Conditions	Yield
In dichloromethane for 5h; Ambient temperature;	95%

...Expand

: N-tert.-butoxycarbonyl-(3-benzothienyl)glycine

: p-nitrobenzyl 7-amino-3-methyl-3-cephem-4-carboxylate

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: p-nitrobenzyl D,L-7-[N-tert.-butoxycarbonyl-(3-benzothienyl)glycylamido]-3-methyl-3-cephem-4-carboxylate

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydrogencarbonate In tetrahydrofuran; water; ethyl acetate; acetonitrile	95%

...Expand

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: ethyl-3-azido-4-chloro-2-ethoxy-3,4-dihydroquinoline-1(2H)-carboxylate

Conditions

Conditions	Yield
With chlorine azide In water; toluene at 20℃; for 0.0188889h; Flow reactor;	95%

: 107-10-8
propylamine

: 611-71-2, 611-72-3, 17199-29-0, 90-64-2
MANDELIC ACID

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: carbonic acid ethyl ester phenyl-propylcarbamoyl-methyl ester

Conditions

Conditions	Yield
In dichloromethane for 5h; Ambient temperature;	94%

...Expand

: 611-71-2, 611-72-3, 17199-29-0, 90-64-2
MANDELIC ACID

: 16357-59-8
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

: 62-53-3
aniline

: carbonic acid ethyl ester phenyl-phenylcarbamoyl-methyl ester

Conditions

Conditions	Yield
In dichloromethane for 5h; Ambient temperature;	94%

...Expand

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

Molecular Formula: C₁₄H₁₇NO₃
Molar mass: 247.29 g/mol
Density: 1.16 g/cm³
Flash Point: 169 °C
Index of Refraction: 1.564
Boiling Point: 355.9 °C at 760 mmHg
Vapour Pressure: 3.04E-05 mmHg at 25°C
Melting point: 62-67 °C(lit.)
storage temp: 0-6°C
Water solubility: insoluble
Sensitive: Moisture Sensitive
Appearance: White to pale yellow solid
Structure of N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline(16357-59-8):

Synonyms: EEDQ;Ethyl 2-ethoxy-1(2H)-quinolinecarboxylate;1(2H)-quinolinecarboxylic acid, 2-ethoxy-, ethyl ester;2-Ethoxy-1(2H)-quinolinecarboxylic Acid Ethyl Ester;Ethyl-2-ethoxychinolin-1(2H)-carboxylat
Product Categories: Heterocycles;Coupling Reagent;Acids and Derivatives;Biochemistry;Condensation & Active Esterification;Synthetic Organic Chemistry;Coupling Reactions (Peptide Synthesis);Peptide Synthesis

N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline Toxicity Data With Reference

ipr-mus LD50:32 mg/kg

JMCMAR Journal of Medicinal Chemistry. 14 (1971),49.

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

Reported in EPA TSCA Inventory.

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

Poison by intraperitoneal route. When heated to decomposition it emits toxic fumes of NO_x. See also ESTERS.
Hazard Codes: Xi

,Xn

Risk Statements:
20: Harmful by inhalation
21: Harmful in contact with skin
22: Harmful if swallowed
36: Irritating to the eyes
37: Irritating to the respiratory system
38: Irritating to the skin
Safety Statements:
22: Do not breathe dust
24: Avoid contact with skin
25: Avoid contact with eyes
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37: Wear suitable gloves
39: Wear eye/face protection

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

N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline(16357-59-8) is hazardous,so the first aid measures and others should be known .Such as:
Skin: Get medical aid. Should flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing and shoes.
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.Then get medical aid soon.
Inhalation: Remove from exposure and move to fresh air immediately.Give artificial respiration While not breathing. when breathing is difficult, give oxygen.And as soon as to get medical aid if cough or other symptoms appear.
Ingestion: Do not induce vomiting.If victim is conscious and alert, give 2-4 cupfuls of milk or water.If conscious drink water, then induce vomiting. If unconscious, immediately take victim to a physician and do not attempt to induce vomiting. Wash mouth out with water,and get medical aid immediately.
Notes to Physician: Treat supportively and symptomatically.
Stability and Reactivity of N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline(16357-59-8):
Incompatibilities with Other Materials: Strong oxidizing agents.
Conditions to Avoid: Incompatible materials.
Hazardous Decomposition Products: Nitrogen oxides, carbon dioxide,carbon monoxide.

Product Name

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

Synthetic route

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

N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline Toxicity Data With Reference

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

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

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

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