5-Ethoxy-4-methyloxazole supplier

Name
5-Ethoxy-4-methyloxazole
EINECS
CAS No. 5006-20-2
Article Data28
CAS DataBase
Density 1.04 g/cm³
Solubility
Melting Point
Formula C₆H₉NO₂
Boiling Point 164.5 °C at 760 mmHg
Molecular Weight 127.143
Flash Point 53.3 °C
Transport Information
Appearance
Safety 26-36/37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols
Synonyms 4-Methyl-5-ethoxyoxazole;
PSA 35.26000
LogP 1.38170

Synthetic route

: 23429-05-2
4-methyl-5-ethoxy-2-carboxyoxazole

: 5006-20-2
5-ethoxy-4-methyl-oxazole

Conditions

Conditions	Yield
With hydrogenchloride In chloroform at 50℃; pH=2.5;	94.8%
at 90℃; for 1h; Temperature;

: 23429-04-1
4-methyl-5-ethoxy-2-oxazole carboxylate ethyl ester

: 5006-20-2
5-ethoxy-4-methyl-oxazole

Conditions

Conditions	Yield
Stage #1: 4-methyl-5-ethoxy-2-oxazole carboxylate ethyl ester With sodium hydroxide Stage #2: With hydrogenchloride	89.9%
With toluene-4-sulfonic acid; acetic acid In toluene at 90℃; for 3h; Solvent; Temperature; Reagent/catalyst;	93.7 %Chromat.
Stage #1: 4-methyl-5-ethoxy-2-oxazole carboxylate ethyl ester With sodium hydroxide In water Stage #2: With hydrogenchloride In water at 60 - 62℃; pH=2.5;

: 4289-99-0
ethyl N-formyl-2-aminopropanoate

: 5006-20-2
5-ethoxy-4-methyl-oxazole

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate; magnesium oxide In dichloromethane at 120℃; for 8h; Reagent/catalyst; Temperature; Solvent; Sealed tube;	71%
With phosphorus pentoxide; magnesium oxide In chloroform for 20h; Heating;	50%
With phosphorus pentoxide In dichloromethane for 48h; Reflux;	50%

: 17344-99-9
AlaOEt

: 5006-20-2
5-ethoxy-4-methyl-oxazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.5 h / Reflux 2: phosphorus pentoxide; magnesium oxide / chloroform / 20.5 h / 20 °C / Inert atmosphere; Reflux View Scheme
Multi-step reaction with 2 steps 1: 2 h / 160 °C 2: 48 h / Reflux View Scheme

: 5774-26-5
methylglyoxal diethyl acetal

: 5006-20-2
5-ethoxy-4-methyl-oxazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1 h / 76 °C / Inert atmosphere 2: 2 h / 150 °C / Inert atmosphere View Scheme

: 1-bromo-1-ethoxyacetone

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 5006-20-2
5-ethoxy-4-methyl-oxazole

Conditions

Conditions	Yield
at 150℃; for 2h; Temperature; Inert atmosphere;	30.5 g

: 1-chloro-1-ethoxyacetone

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 5006-20-2
5-ethoxy-4-methyl-oxazole

Conditions

Conditions	Yield
at 130℃; for 2h; Temperature; Inert atmosphere;	28.5 g

: 23460-73-3
N-ethoxyoxalylalanine ethyl ester

: 5006-20-2
5-ethoxy-4-methyl-oxazole

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: triethylamine; trichlorophosphate / toluene / 3 h / 55 - 110 °C 2: water; sodium hydroxide / 5 h / 50 - 55 °C / pH 14 3: 1 h / 90 °C View Scheme
With triethylamine; Triphenylphosphine oxide; trichloromethyl chloroformate In dichloromethane at 0 - 50℃; for 2.5h; Reagent/catalyst; Solvent;	97 %Chromat.

: 4-methyl-5-ethoxyoxazole butyl carboxylate

: 5006-20-2
5-ethoxy-4-methyl-oxazole

Conditions

Conditions	Yield
With toluene-4-sulfonic acid; acetic acid In 1,4-dioxane at 90℃; for 2h; Reagent/catalyst; Solvent;	93.7 %Chromat.

: hexyl 4-methyl-5-ethoxyoxazolecarboxylate

: 5006-20-2
5-ethoxy-4-methyl-oxazole

Conditions

Conditions	Yield
With sodium acetate; benzoic acid In acetonitrile at 90℃; for 2h;	40.2 %Chromat.

: tert-butyl 4-methyl-5-ethoxyoxazolecarboxylic acid

: 5006-20-2
5-ethoxy-4-methyl-oxazole

Conditions

Conditions	Yield
With sodium acetate; benzoic acid In acetonitrile at 90℃; for 2h;	10.2 %Chromat.

: 4-methyl-5-ethoxyoxazolecarboxylic acid methyl ester

A: 5006-20-2
5-ethoxy-4-methyl-oxazole

B: 4289-99-0
ethyl N-formyl-2-aminopropanoate

Conditions

Conditions	Yield
With propionic acid; trifluoroacetic acid In acetonitrile at 70℃; for 3.5h;	A 85.3 %Chromat. B 7 %Chromat.

: sodium 4-methyl-5-ethoxy-2-oxazole carboxylate

: 5006-20-2
5-ethoxy-4-methyl-oxazole

Conditions

Conditions	Yield
With hydrogenchloride In ethanol at 60 - 65℃; for 0.166667h; Temperature; Flow reactor;

: N-ethoxyoxalyl-α-alanine ethyl ester

: 5006-20-2
5-ethoxy-4-methyl-oxazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: bis(trichloromethyl) carbonate; Triphenylphosphine oxide; triethylamine / toluene / 3 h / 25 - 50 °C 2.1: sodium hydroxide / water 2.2: 60 - 62 °C / pH 2.5 View Scheme

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 5417-35-6
2-isopropyl-4,7-dihydro-[1,3]dioxepine

: 108-24-7
acetic anhydride

: 92671-67-5
8-methyl-3-(propan-2-yl)-1H,3H,5H-[1,3]dioxepino[5,6-c]pyridin-9-yl acetate

Conditions

Conditions	Yield
at 140 - 145℃; under 1500.15 - 2250.23 Torr; for 8h; Temperature; Pressure; Autoclave; Inert atmosphere;	97.7%

...Expand

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 108-24-7
acetic anhydride

: 4469-34-5
2-propyl-4,7-dihydro-2H-1,3-dioxepine

: 8-methyl-3-propyl-1H,3H,5H-[1,3]dioxepino[5,6-c]pyridin-9-yl acetate

Conditions

Conditions	Yield
at 135 - 145℃; under 1500.15 - 2250.23 Torr; for 8h; Temperature; Pressure; Autoclave; Inert atmosphere;	97.5%

...Expand

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 4469-34-5
2-propyl-4,7-dihydro-2H-1,3-dioxepine

: C14H23NO4

Conditions

Conditions	Yield
With titanium(IV) oxide at 100℃; for 8h; Time; Reagent/catalyst; Temperature; Diels-Alder Cycloaddition; Inert atmosphere; Irradiation;	96.2%
With sodium-type cation exchange resin In cyclohexane at 80 - 150℃; for 15h; Temperature; Diels-Alder Cycloaddition;

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 140-88-5
ethyl acrylate

: 3-methyl-4-ethoxy-5-ethoxycarbonyl-7-oxa-2-azabicyclo<2,2,1>-2-heptene

Conditions

Conditions	Yield
at 40℃; for 4h;	93%

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 2216-94-6
phenylpropynoic acid ethyl ester

: 4-phenyl-3-carbethoxy-2-ethoxy furan

Conditions

Conditions	Yield
In toluene for 3h; Heating;	90%

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 107-13-1
acrylonitrile

: 13602-91-0
2-methyl-3-hydroxy-4-cyanopyridine

Conditions

Conditions	Yield
for 4h; Ambient temperature;	85%

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 79-10-7
acrylic acid

: 4328-92-1
2-methyl-3-hydroxy-4-pyridinecarboxylic acid

Conditions

Conditions	Yield
Ambient temperature;	85%
at 4℃; Diels-Alder reaction;	60%
at 4 - 20℃;

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 30758-46-4
2-formyl-4,4-dimethylcyclohexa-2,5-dien-1-one

: 1-ethoxycarbonyl-4,7-dihydro-7-oxo-1,4,4-trimethyl-(1H)-isoindole

Conditions

Conditions	Yield
With zinc dibromide In benzene for 0.5h; Heating;	85%

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 4469-34-5
2-propyl-4,7-dihydro-2H-1,3-dioxepine

: 58-56-0
pyridoxal hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride Diels-Alder Cycloaddition;	78.5%

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: methyl 5-methylhex-5-en-2-yonate

: 2-Ethoxy-4-(2-methyl-allyl)-furan-3-carboxylic acid methyl ester

Conditions

Conditions	Yield
In toluene at 120℃; for 24h;	65%

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 229176-13-0
1-ethyl-3-formyl-2-propynyl benzoate

: 229176-14-1
5-ethoxy-4-formyl-3-(1-phenylcarbonyloxypropyl)furan

Conditions

Conditions	Yield
In toluene for 12h; Diels-Alder reaction; Heating;	65%

: 1708-29-8
2,5-dihydrofuran

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 5196-20-3
7-hydroxy-6-methyl-1,3-dihydrofuro<3,4-c>pyridin

Conditions

Conditions	Yield
With trichloroacetic acid at 200℃; for 5h; Diels-Alder Cycloaddition;	57%

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 381-98-6
trifluoromethyacrylic acid

: 2-methyl 4-trifluoromethyl pyridin-3-ol

Conditions

Conditions	Yield
In toluene at 120℃; for 48h;	56%

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 126623-60-7
ethyl <3-oxo-2H-isothiazol-2-yl>acetate 1,1-dioxide

: 127872-24-6
Ethyl 4α-Ethoxy-2,3,3aα,4,7α,7aα-hexahydro-5-methyl-3-oxo-4,7-epoxyisothiazolo<5,4-c>pyridine-2-acetate 1,1-Dioxide

Conditions

Conditions	Yield
In benzene Ambient temperature;	55%

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 3-(3-bromo-4-methoxyphenyl)-1-phenylprop-2-yn-1-one

: 3-benzoyl-4-(3-bromo-4-methoxyphenyl)furan-2(5H)-one

Conditions

Conditions	Yield
Stage #1: 5-ethoxy-4-methyl-oxazole; 3-(3-bromo-4-methoxyphenyl)-1-phenylprop-2-yn-1-one In 5,5-dimethyl-1,3-cyclohexadiene at 145 - 150℃; for 24h; Inert atmosphere; Stage #2: With hydrogen bromide In tetrahydrofuran; water at 20℃; for 8h; Inert atmosphere;	51%

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 174001-36-6
5-(4-methoxyphenoxy)pent-3-yn-2-one

: 330623-29-5
3-acetyl-2-ethoxy-4-[(4-methoxyphenoxy)methyl]furan

Conditions

Conditions	Yield
In toluene for 3h; tandem Diels-Alder-retro-Diels-Alder reaction; Heating;	46%

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 126623-61-8
2-(p-methoxybenzyl)isothiazol-3(2H)-one 1,1-dioxide

: 127872-23-5
4α-Ethoxy-3aα,4,7α,7aα-tetrahydro-2-(4-methoxybenzyl)-5-methyl-4,7-epoxyisothiazolo<5,4-c>pyridin-3(2H)-one 1,1 Dioxide

Conditions

Conditions	Yield
In benzene Ambient temperature;	45%

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 2479-59-6
2-vinyl pyridine hydrochloride

: 76162-92-0
2'-Methyl-[2,4']bipyridinyl-3'-ol

Conditions

Conditions	Yield
In acetic acid 1.)reflux, 8 h 2.)r.t., overnight;	45%

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 141-05-9
Diethyl maleate

: (1RS,4SR,5SR,6RS)-4-ethoxy-3-methyl-7-oxa-2-azabicyclo[2.2.1]hept-2-ene-5,6-dicarboxylic acid diethyl ester

: (1RS,4SR,5RS,6SR)-4-ethoxy-3-methyl-7-oxa-2-azabicyclo[2.2.1]hept-2-ene-5,6-dicarboxylic acid diethyl ester

Conditions

Conditions	Yield
at 110℃; for 3h; Diels-Alder reaction;	A 24% B 41%

...Expand

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 1073-13-8
4,4-dimethylcyclohexenone

: 1-ethoxycarbonyl-7-oxo-4,5,6,7-tetrahydro-1,4,4-trimethyl-(1H)-isoindole

Conditions

Conditions	Yield
With zinc dibromide In benzene for 48h; Heating;	35%

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 67-56-1
methanol

: 1609-93-4
3-chloroacrylic acid

: 2-methyl-3-hydroxy-4-carboxy-6-methoxypyridine

Conditions

Conditions	Yield
Ambient temperature;	33%

...Expand

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 64-17-5
ethanol

: 1609-93-4
3-chloroacrylic acid

: 2-methyl-3-hydroxy-4-carboxy-6-ethoxypyridine

Conditions

Conditions	Yield
Ambient temperature;	29%

...Expand

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 1609-93-4
3-chloroacrylic acid

: 107-21-1
ethylene glycol

: 2-methyl-3-hydroxy-4-carboxy-6-(2-hydroxyethyloxy)pyridine

Conditions

Conditions	Yield
Ambient temperature;	25%

...Expand

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 1609-93-4
3-chloroacrylic acid

: 108-98-5
thiophenol

: 2-methyl-3-hydroxy-4-carboxy-6-phenylthiopyridine

Conditions

Conditions	Yield
Ambient temperature;	25%

...Expand

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 25597-16-4
ethyl 4,4,4-trifluorocrotonate

A: 2-methyl-3-hydroxy-5-trifluoromethylisonicotinic acid ethyl ester

B: 2-(acetyl)-3-(carboethoxy)-4-trifluoromethyl pyrrole

Conditions

Conditions	Yield
at 120℃; for 48h;	A 25% B 8%

...Expand

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 1609-93-4
3-chloroacrylic acid

: 67-63-0
isopropyl alcohol

: 2-methyl-3-hydroxy-4-carboxy-6-(2-propyloxy)pyridine

Conditions

Conditions	Yield
Ambient temperature;	24%

...Expand

: 5006-20-2
5-ethoxy-4-methyl-oxazole

: 10463-42-0
3,4-dimethyl-cyclohex-2-enone

: 1,4-Dimethyl-7-oxo-3a,4,5,6,7,7a-hexahydro-1H-isoindole-1-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With zinc dibromide In benzene at 90℃; for 12h;	24%

5-Ethoxy-4-methyloxazole Specification

The 5-Ethoxy-4-methyloxazole with the cas number 5006-20-2, is also called 4-Methyl-5-ethoxyoxazole. 5-Ethoxy-4-methyloxazole belongs to the following product categories: Oxazole and Isoxazole. Raw material of 5-Ethoxy-4-methyloxazole are as the following: (1)Chloroform; (2)Phosphorus pentoxide; (3)Formamide; (4)L-Alanine; (5)Ethyl 2-aminopropanoate hydrochloride

Properties of 5-Ethoxy-4-methyloxazole are as the following: (1)H bond acceptors: 3 ; (2)H bond donors: 0 ; (3)Freely Rotating Bonds: ; (4)2 Polar Surface Area: 35.26 Å ; (5)Index of Refraction: 1.448 ; (6)Molar Refractivity: 32.78 cm³ ; (7)Molar Volume: 122.2 cm³ ; (8) Polarizability: 12.99 ×10^-24cm³; (9)Surface Tension: 31.4 dyne/cm ; (10)Density: 1.04 g/cm³ ; (11)Flash Point: 53.3 °C ; (12)Enthalpy of Vaporization: 38.45 kJ/mol ; (13)Boiling Point: 164.5 °C at 760 mmHg ; (14)Vapour Pressure: 2.58 mmHg at 25°C

You can still convert the following datas into molecular structure :
1. SMILES: O(c1ocnc1C)CC
2. SMILES: InChI=1/C6H9NO2/c1-3-8-6-5(2)7-4-9-6/h4H,3H2,1-2H3

The 5-Ethoxy-4-methyloxazole can react with methanol and 3c-chloro-acrylic acid to generate 2-methyl-3-hydroxy-4-carboxy-6-methoxypyridine under ambient temperature, with productivity 33 % .

The 5-Ethoxy-4-methyloxazole can also react with phenylpropynoic acid ethyl ester to generate 2-ethoxy-4-phenyl-furan-3-carboxylic acid ethyl ester in toluene for 3 hour heating. Productivity is around 90 % .

Product Name

5-Ethoxy-4-methyloxazole

Synthetic route

5-Ethoxy-4-methyloxazole Specification

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