5-Methylisoxazole-4-carboxylic acid

Base Information

• Chemical Name: 5-Methylisoxazole-4-carboxylic acid
• CAS No.: 42831-50-5
• Molecular Formula: C5H5NO3
• Molecular Weight: 127.1
• Hs Code.: 2934999090
• European Community (EC) Number: 700-400-1,610-066-8
• UNII: BL2Q213Q2M
• DSSTox Substance ID: DTXSID20195503
• Nikkaji Number: J396.793J
• Wikidata: Q27274737
• ChEMBL ID: CHEMBL1213609
• Mol file: 42831-50-5.mol

Synonyms:5-Methylisoxazole-4-carboxylic acid;42831-50-5;5-Methyl-4-isoxazolecarboxylic acid;5-methyl-1,2-oxazole-4-carboxylic acid;4-Isoxazolecarboxylic acid, 5-methyl-;MFCD00955655;UNII-BL2Q213Q2M;Leflunomide impurity D [EP];BL2Q213Q2M;EC 700-400-1;Leflunomide impurity, 5-methylisoxazole-carboxylic acid- [USP];Leflunomide Impurity D;5-Methylisoxazole-4-carboxylic;5-Methylisoxazole-4-carboxylicacid;5-METHYL-4-ISOXASOLECARBOXYLIC ACID;SCHEMBL439222;CHEMBL1213609;VQBXUKGMJCPBMF-UHFFFAOYSA-;DTXSID20195503;BCP30701;STR05924;4-Isoxazolecarboxylic acid,5-Methyl;STK503383;5-methyl-isoxazole-4-carboxylic acid;5-Methylisoxazol-4-yl carboxylic acid;AKOS001435060;AC-8361;CS-W011150;PS-3713;BP-10056;SY003327;5-methyl-1,2-oxazole -4-carboxylic acid;5-Methylisoxazole-4-carboxylic acid, 97%;AM20100131;BB 0237695;FT-0620664;LEFLUNOMIDE IMPURITY D [EP IMPURITY];M1740;EN300-26675;A826023;Q-100476;Q27274737;F2191-0120;Z227961392;5-methylisoxazole-4-carboxylate;LEFLUNOMIDE IMPURITY, 5-METHYLISOXAZOLE-CARBOXYLIC ACID- [USP IMPURITY]

Chemical Property of 5-Methylisoxazole-4-carboxylic acid

Chemical Property:

• Appearance/Colour: cream to brown solid
• Vapor Pressure: 0.000297mmHg at 25°C
• Melting Point: 144-148 °C(lit.)
• Boiling Point: 308.3 °C at 760 mmHg
• PKA: 2.85±0.25(Predicted)
• Flash Point: 140.3 °C
• PSA: 63.33000
• Density: 1.348 g/cm³
• LogP: 0.68120
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 127.026943022
• Heavy Atom Count: 9
• Complexity: 125

Purity/Quality:

98.5%min. ^*data from raw suppliers

5-Methylisoxazole-4-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, F
• Hazard Codes: Xi,F
• Statements: 36/37/38-37/38-36-10
• Safety Statements: 22-26-36/37/39-36-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=NO1)C(=O)O
• Uses: An intermediate for synthesis of Leflunomide (L322750). Herbicidal activities towards Digitaria ciliaris 5-Methylisoxazole-4-carboxylic Acid (Leflunomide EP Impurity D) is an intermediate for synthesis of Leflunomide (L322750). Herbicidal activities towards Digitaria ciliaris.

Technology Process of 5-Methylisoxazole-4-carboxylic acid

There total 5 articles about 5-Methylisoxazole-4-carboxylic acid 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: 99.9%

5-methylisoxazole-4-carboxylic acid ethyl ester (51135-73-0) → 5-methyl-1,2-oxazole-4-carboxylic acid (42831-50-5)

Guidance literature:

With sulfuric acid; In o-tolyl acetic acid;

Reference yield: 98.3%

ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate (134653-70-6,51145-57-4) → 5-methyl-1,2-oxazole-4-carboxylic acid (42831-50-5)

Guidance literature:

With hydroxylamine hydrochloride; In ethanol; at -5 - 20 ℃;

Reference yield: 98.2%

2-ethoxymethylene-3-oxobutanoic acid ethyl ester (3788-94-1) → 5-methyl-1,2-oxazole-4-carboxylic acid (42831-50-5)

Guidance literature:

2-ethoxymethylene-3-oxobutanoic acid ethyl ester; With tri-n-propylamine; hydroxylamine hydrochloride; In ethanol; at 3 ℃; Flow reactor;

With sulfuric acid; In water; at 70 - 75 ℃; for 3h; Solvent; Reagent/catalyst; Temperature; Concentration;

upstream raw materials:

(5-methylisoxazol-4-yl)methanol

5-methylisoxazole-4-carboxylic acid ethyl ester

2-ethoxymethylene-3-oxobutanoic acid ethyl ester

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

Downstream raw materials:

5-methylisoxazole-4-carbonyl chloride

N-[2-(4-bromobenzoyl)-7-methoxybenzofuran-3-yl]-5-methylisoxazole-4-carboxamide

5-bromo-2-(4-chlorobenzoyl)-3-(5-methylisoxazole-4-carbonyl)aminobenzo[b]furan

N-[5-bromo-2-(4-cyanobenzoyl)benzofuran-3-yl]-5-methylisoxazole-4-carboxamide

Refernces

• 1、 -. "Microchannel continuous preparation method of 5-methylisoxazole-4-formic acid". Paragraph 0029-0036. . Retrieved 2020/01/25.
• 2、 Ye, Dong-Ju. "Synthesis and fungicidal activities of 1-(5-Methylisoxazoyl-4-carbonyl)-4- arylsulfonyl thiosemicarbazides". scheme or table. p. 1503 - 1506. Retrieved 2012/04/10.