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5006-20-2

5006-20-2

Identification

  • Product Name:Oxazole,5-ethoxy-4-methyl-

  • CAS Number: 5006-20-2

  • EINECS:

  • Molecular Weight:127.143

  • Molecular Formula: C6H9NO2

  • HS Code:29349990

  • Mol File:5006-20-2.mol

Synonyms:4-Methyl-5-ethoxyoxazole;

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Safety information and MSDS view more

  • Signal Word:Danger

  • Hazard Statement:H226 Flammable liquid and vapourH300 Fatal if swallowed H315 Causes skin irritation H319 Causes serious eye irritation H411 Toxic to aquatic life with long lasting effects

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

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  • Manufacture/Brand:TRC
  • Product Description:5-Ethoxy-4-methoxazole
  • Packaging:25g
  • Price:$ 1705
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  • Product Description:5-Ethoxy-4-methoxazole
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  • Manufacture/Brand:Frontier Specialty Chemicals
  • Product Description:5-Ethoxy-4-methyloxazole 98%
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  • Manufacture/Brand:Chemenu
  • Product Description:5-Ethoxy-4-methyloxazole 98%
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  • Manufacture/Brand:Chemenu
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  • Manufacture/Brand:Apolloscientific
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  • Manufacture/Brand:Apolloscientific
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  • Manufacture/Brand:Apolloscientific
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Relevant articles and documentsAll total 14 Articles be found

Evaluation of 2-methyl-3-hydroxy-4-pyridinecarboxylic acid as a possible chelating agent for iron and aluminium

Dean, Annalisa,Ferlin, Maria Grazia,Brun, Paola,Castagliuolo, Ignazio,Badocco, Denis,Pastore, Paolo,Venzo, Alfonso,Bombi, G. Giorgio,Di Marco, Valerio B.

, p. 1689 - 1697 (2008)

In view of a possible application to Fe and Al chelation therapy, 2-methyl-3-hydroxy-4-pyridinecarboxylic acid (DT2) was synthesised, and its complex formation, electrochemical and cytotoxic properties were studied. The complexing properties of DT2 towards Fe(iii) and Al(iii) were investigated in aqueous 0.6 m (Na)Cl at 25 °C by means of potentiometric titrations, UV-vis spectrophotometry, and 1H NMR spectroscopy. DT2 is a triprotic acid (H3L+) having pKa1 = 0.47, pKa2 = 5.64 and pKa3 = 11.18. The metal-ligand complexes observed in solution and their corresponding stability constants (logβ values) are the following: FeLH (19.38), FeL (16.01), FeLH-1 (12.28), FeL 2H2 (37.29), FeL3H3 (53.41), FeL3H2 (47.99), FeL3H (41.21) and FeL 3 (34.1); AlLH (17.43), AlL2H2 (33.74), AlL2H (27.6), AlL3H3 (48.72), AlL 3H2 (42.67), AlL3H (35.8) and AlL3 (27.92). The complex formation between DT2 and Fe(ii) was studied by UV-vis: the weak complex FeLH (logβ = 15.8) was detected. DT2 shows a lower complexation efficiency with Fe(iii) and Al(iii) than that of other available chelators, but higher than that of its non-methylated analogue 3-hydroxy-4-pyridinecarboxylic acid (DT0). The electrochemical behaviour of DT2 was investigated by means of cyclic voltammetry, indicating that the oxidation of the ligand proceeds through a two electron process with a CECE mechanism. Voltammetric curves suggest that the oxidation or the reduction of DT2 in vivo is unlikely. According to the thermodynamic data, also the Fe(iii)-DT2 complexes do not undergo redox cycling at physiological pH. Amperometric titrations of solutions containing Fe(iii) and DT2 at pH = 5 indicated the same Fe(iii): ligand stoichiometric ratio as calculated from potentiometric data. The toxicity of DT2 and of other simple hydroxypyridinecarboxylic acids was investigated in vitro and no cytotoxic activity was observed (IC50 > 0.1 mM) on cancer cell lines and also on primary human cells, following a three day exposure. The Royal Society of Chemistry.

Environment-friendly preparation method of substituted oxazole compound

-

, (2021/01/12)

The invention provides an environment-friendly preparation method of a substituted oxazole compound, which takes N-substituted formyl alpha-substituted glycine ester as an initial raw material; the substituted oxazole compound is obtained through a cyclization reaction under the action of a dehydrating agent such as trisubstituted phosphine dihalide, a combination of trisubstituted phosphine dihalide and an acyl halide reagent or a combination of trisubstituted phosphine oxide and an acyl halide reagent and organic amine. The obtained substituted oxazole compound can be further saponified anddecarboxylated to obtain a medical intermediate 4-substituent-5-substituent oxazole. The method can be carried out in a continuous flow manner, so that the production efficiency is improved, and the operation is reduced; a byproduct trisubstituted phosphine oxide is generated in the reaction process and can be recycled, so that the cost is reduced; phosphorus oxychloride and phosphorus pentoxide which are high in price and large in preparation process wastewater amount are not used as dehydrating agents, a high-temperature cyclization reaction is not needed, the process is simple, operation iseasy and convenient, no phosphorus-containing wastewater is discharged, and the method is environmentally friendly and low in cost. The method is high in atom economy, high in target product yield and purity and suitable for industrial application.

Preparation method of 4-methyl-5-ethoxy oxazole

-

Paragraph 0005; 0016-0039, (2021/04/26)

The invention discloses a preparation method of 4-methyl-5-ethoxy oxazole, which comprises the following steps of by using N-formyl alanine ethyl ester as a raw material, directly cyclizing in the presence of boron trifluoride diethyl etherate and metal oxide to obtain 4-methyl-5-ethoxy oxazole, which has a reaction general formula (1). The preparation method of the novel 4-methyl-5-ethoxy oxazole is short in route, simple to operate, high in conversion rate and good in atom economy, the used materials such as boron trifluoride diethyl ether can be recycled and reused, a large amount of wastewater cannot be generated, and the preparation method is very suitable for industrial production.

Preparation method of 4-alkyl-5-alkoxy oxazole compound

-

Paragraph 0040-0041, (2020/02/14)

The invention discloses a preparation method of a 4-alkyl-5-alkoxy oxazole compound. The preparation method comprises the following steps: under the action of a catalyst, carrying out transesterification on 4-alkyl-5-alkoxy oxazole-2-carboxylic ester and acid in a solvent to obtain an oxazole acid intermediate, and carrying out decarboxylation reaction on the oxazole acid intermediate to obtain the 4-alkyl-5-alkoxy oxazole compound. The preparation method has the advantages of no wastewater generation in the reaction process, cheap and accessible catalyst and high reaction yield, and is convenient for industrial production.

Method for preparing oxazole compound

-

Paragraph 0060-0065; 0084-0089, (2020/06/05)

The invention relates to a method for preparing an oxazole compound. The method comprises the steps: adding an assistant represented by a formula (I) or (II) or (III) into an organic solvent and organic alkali (especially triethylamine), dropwise adding an organic solution of phosgene or diphosgene or triphosgene to carry out cyclization reaction with a compound (IV), and thus obtaining the product (V) at high yield and greatly inhibiting the generation of byproducts. The reaction conditions are mild, and compared with a method without addition of additives, the method provided by the invention can improve the yield of the product (V) to 95% or above and reduce the yield of byproducts by 10% or above.

Synthetic method for continuous saponification and decarboxylation of 4-methyl-5-ethoxyoxazole

-

Paragraph 0045; 0047-0061, (2020/11/23)

The invention belongs to the field of compound synthesis, and discloses a synthetic method for continuous saponification and decarboxylation of 4-methyl -5ethoxy oxazole, which comprises the followingsteps: premixing an organic solution containing 4-methyl- 5-ethoxy oxazole acid ethyl ester with alkali, and continuously pumping the mixture into a tubular reactor I for saponification reaction; premixing the obtained saponification liquid with acid and alcohol, continuously pumping the mixture into a tubular reactor II for decarboxylation reaction, discharging the obtained decarboxylation liquid from an outlet of the tubular reactor II, and performing post-treatment to obtain the 4-methyl- 5-ethoxy oxazole. The tubular reactor is adopted for continuous saponification and decarboxylation reaction, so that the reaction time can be remarkably shortened, the reaction yield is increased, the water vapor stripping step is reduced, the saponified reaction liquid does not need to be subjected to operations such as layered extraction, the reaction process flow is shortened, and the energy consumption is reduced.

Process route upstream and downstream products

Process route

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

ethyl N-formyl-2-aminopropanoate

5-ethoxy-4-methyl-oxazole
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%
for 48h; Reflux;
48%
With phosphorus pentoxide; magnesium oxide; In chloroform; at 20 ℃; for 20.5h; Inert atmosphere; Reflux;
In toluene; at 90 ℃; for 10h; Reagent/catalyst; Temperature;
4-methyl-5-ethoxy-2-carboxyoxazole
23429-05-2

4-methyl-5-ethoxy-2-carboxyoxazole

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

4-methyl-5-ethoxy-2-oxazole carboxylate ethyl ester

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

5-ethoxy-4-methyl-oxazole

Conditions
Conditions Yield
4-methyl-5-ethoxy-2-oxazole carboxylate ethyl ester; With sodium hydroxide;
With hydrogenchloride;
89.9%
With toluene-4-sulfonic acid; acetic acid; In toluene; at 90 ℃; for 3h; Solvent; Temperature; Reagent/catalyst;
93.7 %Chromat.
4-methyl-5-ethoxy-2-oxazole carboxylate ethyl ester; With sodium hydroxide; In water;
With hydrogenchloride; In water; at 60 - 62 ℃; pH=2.5;
N-ethoxyoxalylalanine ethyl ester
23460-73-3,20902-48-1

N-ethoxyoxalylalanine ethyl ester

5-ethoxy-4-methyl-oxazole
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
With water; triethylamine; sodium hydroxide; trichlorophosphate; In toluene;
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

4-methyl-5-ethoxyoxazole butyl carboxylate

5-ethoxy-4-methyl-oxazole
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

hexyl 4-methyl-5-ethoxyoxazolecarboxylate

5-ethoxy-4-methyl-oxazole
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

tert-butyl 4-methyl-5-ethoxyoxazolecarboxylic acid

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

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

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

5-ethoxy-4-methyl-oxazole

Conditions
Conditions Yield
With hydrogenchloride; In ethanol; at 60 - 65 ℃; for 0.166667h; Temperature; Flow reactor;
4-methyl-5-ethoxyoxazolecarboxylic acid methyl ester

4-methyl-5-ethoxyoxazolecarboxylic acid methyl ester

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

5-ethoxy-4-methyl-oxazole

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

ethyl N-formyl-2-aminopropanoate

Conditions
Conditions Yield
With propionic acid; trifluoroacetic acid; In acetonitrile; at 70 ℃; for 3.5h;
85.3 %Chromat.
7 %Chromat.
1-bromo-1-ethoxyacetone

1-bromo-1-ethoxyacetone

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

5-ethoxy-4-methyl-oxazole

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

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