5-Methylisoxazole-3-carbonyl chloride

Base Information

• Chemical Name: 5-Methylisoxazole-3-carbonyl chloride
• CAS No.: 39499-34-8
• Molecular Formula: C5H4 Cl N O2
• Molecular Weight: 145.545
• Hs Code.: 2934999090
• European Community (EC) Number: 254-475-6
• UNII: 44ERP489RE
• DSSTox Substance ID: DTXSID80192639
• Nikkaji Number: J261.370K
• Wikidata: Q72492338
• Mol file: 39499-34-8.mol

Synonyms:5-Methylisoxazole-3-carbonyl chloride;39499-34-8;5-methyl-1,2-oxazole-3-carbonyl chloride;3-Isoxazolecarbonyl chloride, 5-methyl-;EINECS 254-475-6;5-methyl-3-isoxazolecarbonyl chloride;SCHEMBL52290;5-methyl-3-isoxazoyl chloride;44ERP489RE;DTXSID80192639;XMVNMWDLOGSUSM-UHFFFAOYSA-N;5-methylisoxazole carbonyl chloride;AMY13358;BCP22812;5-methylisoxazol-3-carbonyl chloride;BBL014478;MFCD00085127;STL196887;5-methylisoxazol-3-ylcarbonyl chloride;AKOS005172606;5-methyl-isoxazole-3-carbonyl chloride;AS-31269;5-METHYLISOXAZOLE-3-CARBONYLCHLORIDE;5-Methyl-3-isoxazolecarboxylic acid chloride;5-methylisoxazole-3-carboxylic acid chloride;BB 0258230;FT-0620662;5-methylisoxazole-3-carbonyl chloride, AldrichCPR;A824575;J-517814;F2160-0002

Chemical Property of 5-Methylisoxazole-3-carbonyl chloride

Chemical Property:

• Vapor Pressure: 0.0317mmHg at 25°C
• Refractive Index: 1.498
• Boiling Point: 243.7 °C at 760 mmHg
• PKA: -6.37±0.50(Predicted)
• Flash Point: 101.2 °C
• PSA: 43.10000
• Density: 1.345g/cm³
• LogP: 1.36200
• Sensitive.: Moisture Sensitive
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 144.9930561
• Heavy Atom Count: 9
• Complexity: 128

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Methylisoxazole-3-carbonylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,Xi
• Statements: 34-36
• Safety Statements: 26-36/37/39

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=NO1)C(=O)Cl

Technology Process of 5-Methylisoxazole-3-carbonyl chloride

There total 3 articles about 5-Methylisoxazole-3-carbonyl chloride 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: 100.0%

5-methylisoxazole 3-carboxylic acid (3405-77-4) → 5-methyl-3-isoxazolyl chloride (39499-34-8)

Guidance literature:

5-methylisoxazole 3-carboxylic acid; With oxalyl dichloride; In tetrahydrofuran; dichloromethane; for 0.5h;

With oxalyl dichloride; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; for 0.5h;

Reference yield:

ethyl 5-methylisoxazole-3-carboxylate (3209-72-1) → 5-methyl-3-isoxazolyl chloride (39499-34-8)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol; lithium hydroxide; water / tetrahydrofuran / 16 h / 20 °C

2: thionyl chloride / dichloromethane / 6 h / Heating / reflux

With methanol; lithium hydroxide; thionyl chloride; water; In tetrahydrofuran; dichloromethane;

Reference yield:

5-methyl-isoxazole-3-carboxylic acid; sodium salt (85392-50-3) → 5-methyl-3-isoxazolyl chloride (39499-34-8)

Guidance literature:

With thionyl chloride;

DOI:10.1021/jo01064a050

upstream raw materials:

5-methyl-isoxazole-3-carboxylic acid; sodium salt

5-methylisoxazole 3-carboxylic acid

ethyl 5-methylisoxazole-3-carboxylate

Downstream raw materials:

5-methyl-isoxazole-3-carboxylic acid dimethylamide

5-methyl-3-(N-phenylcarbamoyl)isoxazole

5-methyl-isoxazole-3-carbothioic acid amide

(S)-3-Methyl-2-[(5-methyl-isoxazole-3-carbonyl)-amino]-butyric acid (S)-1-allyloxycarbonyl-2-(4-fluoro-phenyl)-ethyl ester

Refernces

• 1、 -. "THERAPEUTIC COMPOUNDS". Paragraph 00334; 00336. . Retrieved 2020/06/10.
• 2、 -. "The new compound and its in the treatment of inflammation or inflammation-related application (by machine translation)". Paragraph 0166-0168. . Retrieved 2018/12/13.