Isoxazole-5-carbonyl chloride

Base Information

• Chemical Name: Isoxazole-5-carbonyl chloride
• CAS No.: 62348-13-4
• Molecular Formula: C4H2ClNO2
• Molecular Weight: 131.518
• Hs Code.: 2934999090
• European Community (EC) Number: 627-743-9
• DSSTox Substance ID: DTXSID20371542
• Nikkaji Number: J1.386.883B
• Wikidata: Q82158901
• Mol file: 62348-13-4.mol

Synonyms:Isoxazole-5-carbonyl chloride;62348-13-4;1,2-oxazole-5-carbonyl chloride;5-isoxazolecarbonyl chloride;Isoxazole-5-carbonylchloride;isoxazole-5-carboxylic acid chloride;MFCD00067868;5-Isoxazolecarbonylchloride;isoxazol-5-carbonylchloride;isoxazol-5-carbonyl chloride;isoxazole-5-carbonyl-chloride;SCHEMBL193873;DTXSID20371542;BBL103909;GEO-01627;Isoxazole-5-carbonyl chloride, 97%;STL557719;AKOS005254597;PS-10802;5-ISOXAZOLECARBOXYLIC ACID CHLORIDE;FT-0620535;D82349;A833727;J-521611;J-640153;J-800156;1',3'H6OH3Mepiro-2H-1-BePy-2,2'-(1H) IND

Chemical Property of Isoxazole-5-carbonyl chloride

Chemical Property:

• Appearance/Colour: irritating colorless liquid
• Vapor Pressure: 0.166mmHg at 25°C
• Refractive Index: n20/D 1.4980(lit.)
• Boiling Point: 213.213 °C at 760 mmHg
• PKA: -4.58±0.50(Predicted)
• Flash Point: 82.749 °C
• PSA: 43.10000
• Density: 1.432 g/cm³
• LogP: 1.05360
• Storage Temp.: Store under Nitrogen
• Sensitive.: Moisture Sensitive
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 130.9774060
• Heavy Atom Count: 8
• Complexity: 106

Purity/Quality:

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

Isoxazole-5-carbonyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(ON=C1)C(=O)Cl
• Uses: Isoxazole-5-carbonyl chloride can undergo reaction with 1-benzhydrylpiperazine to give the corresponding 1-benzhydrylpiperazine derivative, which may be used in the treatment of cancer. It can also be used in the synthesis of N-Isoxazole-5-carbonyl-1,3-diphenyl-5-amino-1H-pyrazole, which can act like potent agent in the treatment of neurological and psychiatric illness.

Technology Process of Isoxazole-5-carbonyl chloride

There total 2 articles about Isoxazole-5-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: 77.0%

5-trichloromethyl isoxazole (88283-10-7) → isooxazole-5-carbonyl chloride (62348-13-4)

Guidance literature:

With antimonypentachloride; trichloroacetic acid; at 120 ℃; for 5h;

DOI:10.1055/s-1986-31481

Reference yield:

isoxazole-5-carboxylic acid (21169-71-1) → isooxazole-5-carbonyl chloride (62348-13-4)

Guidance literature:

With thionyl chloride; In N,N,N,N,N,N-hexamethylphosphoric triamide; acetonitrile; at -5 - 0 ℃; for 0.5h;

DOI:10.1021/jm9600609

Reference yield: 99.0%

C17H22N2O3S (1021926-19-1) + isooxazole-5-carbonyl chloride (62348-13-4) → N-[3-(2,5-dimethylbenzyloxy)-4-(N-methanesulfonyl-N-methylamino)phenyl]isoxazole-5-carboxamide (1357168-68-3)

Guidance literature:

With potassium carbonate; In 1,4-dioxane; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.ejmech.2011.11.012

upstream raw materials:

5-trichloromethyl isoxazole

isoxazole-5-carboxylic acid

Refernces

• 1、 Takada, Susumu,Sasatani, Takashi,Chomei, Nobuo,Adachi, Makoto,Fujishita, Toshio,Eigyo, Masami,Murata, Shunji,Kawasaki, Kazuo,Matsushita, Akira. "Synthesis and structure-activity relationships of fused imidazopyridines: A new series of benzodiazepine receptor ligands". . p. 2844 - 2851. Retrieved 2007/10/03.