51135-73-0

Basic information

• Product Name: Ethyl 5-methylisoxazole-4-carboxylate
• Synonyms: ETHYL 5-METHYLISOXAZOLE-4-CARBOXYLATE;ethyl 5-methyl-4-isoxazolecarboxylate;ETHYL 3-METHYLPYRAZOLE-4-CARBOXYLATE;5-methyl-4-isoxazolecarboxylic acid ethyl ester;5-Methylisoxazole-4-carboxylic acid ethyl ester;5-METHYL-4-ISOXAZOLECARBOXYLATE;4-Isoxazolecarboxylicacid,5-methyl-,ethylester(6CI,9CI);Ethyl-5-methylisoxzaole-4 carboxylate
• CAS NO: 51135-73-0
• Molecular Formula: C₇H₉NO₃
• Molecular Weight: 155.15
• EINECS: -0
• Product Categories: OXAZOLE;Isoxazole Derivatives
• Mol File: 51135-73-0.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 95-97°C 15mm
• Flash Point: 95-97°C/15mm
• Appearance: /
• Density: 1.118 g/mL at 25 °C
• Vapor Pressure: 0.0703mmHg at 25°C
• Refractive Index: 1.4597
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform, Methanol
• PKA: -3.53±0.50(Predicted)
• BRN: 122097
• CAS DataBase Reference: Ethyl 5-methylisoxazole-4-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 5-methylisoxazole-4-carboxylate(51135-73-0)
• EPA Substance Registry System: Ethyl 5-methylisoxazole-4-carboxylate(51135-73-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-26
• WGK Germany: 3
• Hazardous Substances Data: 51135-73-0(Hazardous Substances Data)

Usage

Description

Ethyl 5-methylisoxazole-4-carboxylate is an organic compound that exists as a colorless liquid. It is characterized by its unique chemical structure, which contributes to its various applications across different industries.

Uses

Used in Pharmaceutical Industry:
Ethyl 5-methylisoxazole-4-carboxylate is used as an intermediate in the synthesis of various pharmaceutical compounds. Its chemical properties make it a versatile building block for creating new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
Ethyl 5-methylisoxazole-4-carboxylate is used as a systemic antifungal agent in the agrochemical industry. It exhibits significant antifungal activity, helping to protect crops from fungal infections and diseases. However, it is also noted for its high levels of phytotoxicity, which may limit its use or require careful management to prevent damage to the plants.
Used in Chemical Synthesis:
As a colorless liquid, Ethyl 5-methylisoxazole-4-carboxylate can be utilized in various chemical synthesis processes. Its reactivity and stability make it a valuable component in the production of other organic compounds, potentially leading to advancements in materials science and specialty chemicals.

InChI:InChI=1/C7H9NO3/c1-3-10-7(9)6-4-8-11-5(6)2/h4H,3H2,1-2H3

Upstream product

• 33142-24-4 2-formyl-3-oxo-butyric acid ethyl ester 
• 134653-70-6 ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate 
• 3788-94-1 2-ethoxymethylene-3-oxobutanoic acid ethyl ester 
• 64-17-5 ethanol 
• 141-97-9 ethyl acetoacetate 

Downstream Products

• 634-55-9 ethyl 2-cyanoacetoacetate 
• 42831-50-5 5-methyl-1,2-oxazole-4-carboxylic acid 
• 115933-34-1 N-[4-(4-(1,1-Dimethylethyl)phenyl)thiazol-2-yl]-5-methylisoxazol-4-yl carboxamide 
• 1246456-52-9 N-(2-(2-nitrophenylsulfonyl)hydrazinecarbonothioyl)-5-methyl-isoxazole-4-carboxamide 
• 1246456-51-8 N-(2-(4-bromophenylsulfonyl)hydrazinecarbonothioyl)-5-methylisoxazole-4-carboxamide 
• 1246456-49-4 N-(2-(4-chlorophenylsulfonyl)hydrazinecarbonothioyl)-5-methylisoxazole-4-carboxamide 
• 1246456-46-1 N-(2-(phenylsulfonyl)hydrazinecarbonothioyl)-5-methyl-isoxazole-4-carboxamide 
• 108161-11-1 4-cyano-3-methyl-1-phenyl-5-pyrazolone 
• 25786-72-5 5-amino-3-methyl-4-isoxazolecarboxylic acid ethyl ester 
• 93276-74-5 3-(5-methylisoxazol-4-yl)isoxazol-5(4H)-one 
• 93276-75-6 (4-Cyano-5-methylisoxazol-3-yl)acetic acid 
• 67305-24-2 5-methylisoxazole-4-carbonyl chloride 
• 116545-57-4 3-Ethylamino-5-methyl-1-(4-nitro-phenyl)-1H-pyrazole-4-carboxylic acid ethyl ester 
• 116545-45-0 3-Ethylamino-5-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid ethyl ester 

Relevant articles and documents

Preparation method of (by machine translation)

The invention relates to a novel process for preparing flutamipide by using a pharmaceutical active pharmaceutical ingredient, wherein ethyl acetoacetate is taken as a raw material and mixed with hydroxylamine hydrochloride to obtain fluticide. The process not only can better control the content of 3 - methyl isomers and 4 - trifluoromethylaniline in the baflunomide product, and is higher in yield and more concise. The industrial wastewater generated by the process is less in waste gas, environmentally friendly, capable of effectively reducing production cost and corrosion to equipment. (by machine translation)

Synthesis and fungicidal activities of 1-(5-Methylisoxazoyl-4-carbonyl)-4- arylsulfonyl thiosemicarbazides

1-(5-Methylisoxazoyl-4-carbonyl)-4-arylsulfonyl thiosemicarbazides, which were prepared by treatment of arylsulfonyl hydrazine with 5-methylisoxazole-4- carbonyl isothiocyanate in good yields. The structures of all compounds were confirmed by 1H NMR, MS and elemental analyses. The preliminary bioassays indicated that some compounds are comparable to the commercial fungicides. Some of these compounds also exhibit moderate fungicidal activities.

Process for preparing 5-methylisoxazole-4-carboxylic- (4'-trifluoromethyl)-anilide

A process for preparing 5-methylisoxazole-4-carboxylic-(4′-trifluoromethyl)-anilide comprising: (a) reacting ethylacetoacetate, triethylorthoformate, and acetic anhydride at a temperature of from about 75° C. to about 150° C., to form ethyl ethoxymethyleneacetoacetic ester; (b) combining the ethyl ethoxymethyleneacetoacetic ester with sodium acetate or a salt of trifluoroacetic acid in the presence of hydroxylamine sulfate at a temperature of from about ?20° C. to 10° C., to form ethyl-5-methylisoxazole-4-carboxylate; (c) reacting the ethyl-5-methylisoxazole-4-carboxylate with a strong acid to form 5-methylisoxazole-4-carboxylic acid; (d) reacting the crystallized 5-methylisoxazole-4-carboxylic acid with thionyl chloride to form 5-methylisoxazole-4-carbonyl chloride; and (e) reacting the 5-methylisoxazole-4-carbonyl chloride with trifluoromethyl aniline and an amine base at a temperature of from about 0° C. to about 50° C. to form 5-methylisoxazole-4-carboxylic-(4′-trifluoromethyl)-anilide. The process of the invention is especially advantageous for preparing 5-methylisoxazole-4-carboxylic-(4′-trifluoromethyl)-anilide, since the process: (1) eliminates or reduces the formation of the by-product 2-cyanoacetoacetic-1-(4′-trifluoromethyl)-anilide (CATA), generally as low as 0.0006%; (2) eliminates or reduces the formation of isomeric impurity ethyl-3-methyisoxazole-4-carboxylate and its corresponding acid as low as 0.1%, (3) produces a high quality of 5-methylisoxazole-4-carboxylic-(4′-trifluoromethyl)-anilide generally having 99.8-100% HPLC potency; and (4) does not require distillation of the isoxazole ester.