5-Methyl-3-phenylisoxazole-4-carbonyl chloride

Base Information

• Chemical Name: 5-Methyl-3-phenylisoxazole-4-carbonyl chloride
• CAS No.: 16883-16-2
• Molecular Formula: C11H8ClNO2
• Molecular Weight: 221.643
• Hs Code.: 2934999090
• European Community (EC) Number: 240-915-4
• UNII: 97OT2T1W6V
• DSSTox Substance ID: DTXSID6057663
• Nikkaji Number: J24.406F
• Wikidata: Q27272030
• ChEMBL ID: CHEMBL3560398
• Mol file: 16883-16-2.mol

Synonyms:3-phenyl-5-methylisoxazole-4-carbonic acid chloranhydride;3-phenyl-5-methylisoxazole-4-carbonyl chloride;PMICC

Chemical Property of 5-Methyl-3-phenylisoxazole-4-carbonyl chloride

Chemical Property:

• Vapor Pressure: 9.97E-06mmHg at 25°C
• Melting Point: 24 °C
• Refractive Index: 1.562
• Boiling Point: 371.9 °C at 760 mmHg
• PKA: -4.78±0.50(Predicted)
• Flash Point: 178.7 °C
• PSA: 43.10000
• Density: 1.278 g/cm³
• LogP: 3.02900
• Sensitive.: Moisture Sensitive
• Solubility.: soluble in Methanol
• Water Solubility.: 701.8mg/L at 25℃
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 221.0243562
• Heavy Atom Count: 15
• Complexity: 241

Purity/Quality:

99.9% ^*data from raw suppliers

5-Methyl-3-phenylisoxazole-4-carbonyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,Xi
• Statements: 22-34-36
• Safety Statements: 26-36/37/39-45-26/36/37/39/45-20

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NO1)C2=CC=CC=C2)C(=O)Cl
• Uses: Used as Intermediate of oxacillin sodium.

Technology Process of 5-Methyl-3-phenylisoxazole-4-carbonyl chloride

There total 12 articles about 5-Methyl-3-phenylisoxazole-4-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: 93.0%

5-methyl-3-phenylisoxazol-4-carboxylic acid (1136-45-4) → 5-methyl-3-phenylisoxazole-4-carbonyl chloride (16883-16-2)

Guidance literature:

With thionyl chloride; for 3h; Heating / reflux;

Reference yield:

5-methyl-3-phenyl-4-isoxazoloyl carboxylic acid (35166-26-8) → 5-methyl-3-phenylisoxazole-4-carbonyl chloride (16883-16-2)

Guidance literature:

With pyridine; thionyl chloride;

Reference yield:

methyl 5-methyl-3-phenylisoxazole-4-carboxylate (2065-28-3) → 5-methyl-3-phenylisoxazole-4-carbonyl chloride (16883-16-2)

Guidance literature:

Multi-step reaction with 2 steps

1: water; sodium hydroxide / methanol / 1 h / pH 11 - 13 / Reflux

2: phosphorus pentachloride / 1 h / 45 °C

With phosphorus pentachloride; water; sodium hydroxide; In methanol;

DOI:10.1002/jhet.837

upstream raw materials:

5-methyl-3-phenylisoxazol-4-carboxylic acid

5-methyl-3-phenyl-4-isoxazoloyl carboxylic acid

methyl 5-methyl-3-phenylisoxazole-4-carboxylate

benzaldehyde

Downstream raw materials:

5-methyl-3-phenylisoxazole-4-carboxamide

5-methyl-3-phenyl-4-(N-phenylcarbamoyl)isoxazole

oxacillin

methyl 5-methyl-3-phenylisoxazole-4-carboxylate

Refernces

• 1、 Jumppanen, Mikael,Kinnunen, Sini M.,V?lim?ki, Mika J.,Talman, Virpi,Auno, Samuli,Bruun, Tanja,Boije Af Genn?s, Gustav,Xhaard, Henri,Aumüller, Ingo B.,Ruskoaho, Heikki,Yli-Kauhaluoma, Jari. "Synthesis, Identification, and Structure-Activity Relationship Analysis of GATA4 and NKX2-5 Protein-Protein Interaction Modulators". supporting information. p. 8284 - 8310. Retrieved 2019/10/11.
• 2、 -. "METHANETHIONE COMPOUNDS HAVING ANTIVIRAL ACTIVITY". Page/Page column 23. . Retrieved 2013/12/03.