ETHYL 3-METHYLISOXAZOLE-4-CARBOXYLATE

Base Information

• Chemical Name: ETHYL 3-METHYLISOXAZOLE-4-CARBOXYLATE
• CAS No.: 20328-15-8
• Molecular Formula: C7H9NO3
• Molecular Weight: 155.15
• Hs Code.: 2934999090
• Mol file: 20328-15-8.mol

Synonyms:3-Methylisoxazole-4-carboxylicacid ethyl ester;NSC 250960;

Chemical Property of ETHYL 3-METHYLISOXAZOLE-4-CARBOXYLATE

Chemical Property:

• Vapor Pressure: 0.082mmHg at 25°C
• Refractive Index: 1.4590
• Boiling Point: 226.4 °C at 760 mmHg
• PKA: -3.24±0.50(Predicted)
• Flash Point: 90.7 °C
• PSA: 52.33000
• Density: 1.139 g/cm³
• LogP: 1.15970
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

3-Methylisoxazole-4-carboxylicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Methylisoxazole-4-carboxylic Acid Ethyl Ester is an impurity in Leflunomide (L322750); an immunosuppressive that inhibits T and B cell proliferation.

Technology Process of ETHYL 3-METHYLISOXAZOLE-4-CARBOXYLATE

There total 8 articles about ETHYL 3-METHYLISOXAZOLE-4-CARBOXYLATE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate (134653-70-6,51145-57-4) → 3-methylisoxazole-4-carboxylic acid ethyl ester (20328-15-8) + 5-methylisoxazole-4-carboxylic acid ethyl ester (51135-73-0)

Guidance literature:

With hydroxylamine hydrochloride; In methanol; for 1h; Yields of byproduct given. Title compound not separated from byproducts; Heating;

Reference yield: 60.0%

ethyl 5-chloro-3-methyl-isoxazole-4-carboxylate (3356-94-3) → 3-methylisoxazole-4-carboxylic acid ethyl ester (20328-15-8)

Guidance literature:

With sodium tetrahydroborate; In dimethyl sulfoxide; at 20 ℃; for 1h;

DOI:10.1055/s-1985-31353

Reference yield: 27.0%

5-amino-3-methyl-4-isoxazolecarboxylic acid ethyl ester (25786-72-5) → 3-methylisoxazole-4-carboxylic acid ethyl ester (20328-15-8)

Guidance literature:

5-amino-3-methyl-4-isoxazolecarboxylic acid ethyl ester; With hydrogenchloride; In water;

With sodium nitrite; In water; at 0 ℃;

With hypophosphorous acid; In water; at 0 ℃; for 1.25h;

upstream raw materials:

3-methyl-5-[N'-(toluene-4-sulfonyl)-hydrazino]-isoxazole-4-carboxylic acid ethyl ester

Nitroethane

ethyl-3-(pyrrolidin-1-yl)prop-2-enoate

ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate

Downstream raw materials:

ethyl 3-methyl-5-(4-tolyl)isoxazole-4-carboxylate

3-methyl isoxazole-4-carboxylic acid

Refernces

• 1、 -. "Isoxazole-4-carboxamide compounds active against protein tryosine kinase related disorders". . . Retrieved 2008/06/13.
• 2、 Ponticelli, Fabio,Tedeschi, Piero. "An Improved Preparation of 5-Unsubstituted Isoxazoles by Borohydride Reduction of 5-Chloroisoxazoles". . p. 792 - 794. Retrieved 2007/10/02.