3-(2-Chlorophenyl)-5-methylisoxazole-4-carbonyl chloride

Base Information

• Chemical Name: 3-(2-Chlorophenyl)-5-methylisoxazole-4-carbonyl chloride
• CAS No.: 25629-50-9
• Molecular Formula: C11H7Cl2NO2
• Molecular Weight: 256.088
• Hs Code.: 2934999090
• European Community (EC) Number: 247-137-4
• NSC Number: 81237
• DSSTox Substance ID: DTXSID60865238
• Nikkaji Number: J40.691K
• Wikidata: Q72457172
• Mol file: 25629-50-9.mol

Synonyms:25629-50-9;3-(2-Chlorophenyl)-5-methylisoxazole-4-carbonyl chloride;3-(2-chlorophenyl)-5-methyl-1,2-oxazole-4-carbonyl chloride;Cimic chloride;4-Isoxazolecarbonyl chloride, 3-(2-chlorophenyl)-5-methyl-;NSC 81237;3-(2-chlorophenyl)-5-methylisoxazole-4-carbonylchloride;3-(o-Chlorophenyl)-5-methyl-4-isoxazole carbonylchloride;4-Isoxazolecarbonyl chloride, 3-(o-chlorophenyl)-5-methyl-;EINECS 247-137-4;3-(2-chlorophenyl)-5-methyl-4-isoxazolecarbonyl chloride;NSC81237;SCHEMBL315858;DTXSID60865238;BBL027862;MFCD00020811;NSC-81237;STL382081;AKOS009031100;NCGC00253746-01;AS-12221;BP-10168;FT-0613545;A817931;SR-01000945031;SR-01000945031-1;W-107231;F2190-0126;3-(2-?hlorophenyl)-5-methylisoxazole-4-carbonyl chloride;3-(o-Chlorophenyl)-5-methylisoxazole-4-carbonyl chloride;3-(2-Chlorophenyl)-5-methyl-3-phenyl-4-chlorocarbonyl isoxazole

Chemical Property of 3-(2-Chlorophenyl)-5-methylisoxazole-4-carbonyl chloride

Chemical Property:

• Appearance/Colour: Cream solid
• Vapor Pressure: 4.99E-06mmHg at 25°C
• Melting Point: 41-42 °C
• Refractive Index: 1.574
• Boiling Point: 381.7 °C at 760 mmHg
• PKA: -5.80±0.50(Predicted)
• Flash Point: 184.6 °C
• PSA: 43.10000
• Density: 1.381 g/cm³
• LogP: 3.68240
• Sensitive.: Moisture Sensitive
• Water Solubility.: 128.2mg/L at 25℃
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 254.9853839
• Heavy Atom Count: 16
• Complexity: 275

Purity/Quality:

99.9% ^*data from raw suppliers

3-(2-Chlorophenyl)-5-methylisoxazole-4-carbonylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R34:Causes burns.
• Hazard Codes: R34:Causes burns.
• Statements: 34
• Safety Statements: 26-36/37/39-45-36/45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NO1)C2=CC=CC=C2Cl)C(=O)Cl
• Uses: 3-(2-Chlorophenyl)-5-methylisoxazole-4-carbonyl chloride is used for preparing isoxazolyl penicillin derivatives.

Technology Process of 3-(2-Chlorophenyl)-5-methylisoxazole-4-carbonyl chloride

There total 7 articles about 3-(2-Chlorophenyl)-5-methylisoxazole-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%

3-(2-chlorophenyl)-5-methyl-4-isoxazolecarboxylic acid (23598-72-3) → 3-(2-chlorophenyl)-5-methylisoxazole-4-carbonyl chloride (25629-50-9)

Guidance literature:

With phosphorus pentachloride; at 45 ℃; for 1h;

DOI:10.1002/jhet.837

Reference yield:

methyl 3-(2'-chlorophenyl)-5-methylisoxazole-4-carboxylate (4357-94-2) → 3-(2-chlorophenyl)-5-methylisoxazole-4-carbonyl chloride (25629-50-9)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. KOH / ethanol

2: SOCl₂

With potassium hydroxide; thionyl chloride; In ethanol;

DOI:10.1039/jr9630005838

Reference yield:

2-chloro benzaldehyde oxime (3717-28-0) → 3-(2-chlorophenyl)-5-methylisoxazole-4-carbonyl chloride (25629-50-9)

Guidance literature:

Multi-step reaction with 4 steps

1: Cl₂

2: (i) Na, MeOH, (ii) /BRN= 2502600/

3: aq. KOH / ethanol

4: SOCl₂

With potassium hydroxide; thionyl chloride; chlorine; In ethanol;

DOI:10.1039/jr9630005838

upstream raw materials:

3-(2-chlorophenyl)-5-methyl-4-isoxazolecarboxylic acid

2-chloro benzaldehyde oxime

methyl 3-(2'-chlorophenyl)-5-methylisoxazole-4-carboxylate

2-chloro-N-hydroxybenzimidoyl chloride

Downstream raw materials:

O-{6β-[3-(2-chloro-phenyl)-5-methyl-isoxazole-4-carbonylamino]-penicillanoyl}-N-benzylidene-hydroxylamine

3-(2-chlorophenyl)-5-methylisoxazole-4-carboxamide

prop-2-ynyl 3-(2-chlorophenyl)-5-methylisoxazole-4-carboxylate

1-[3-(2-chloro-phenyl)-5-methyl-isoxazole-4-carbonyl]-3-methyl-6-nitro-1H-indazole

Refernces

• 1、 Yang, Zaibo,Li, Pei,Gan, Xiuhai. "Novel pyrazole-hydrazone derivatives containing an isoxazole moiety: Design, synthesis, and antiviral activity". . . Retrieved 2018.
• 2、 Wang, Wei,Wang, Lie-Ping,Mao, Min-Zhen,Zhang, Xiao-Guang,Zheng, Xiao-Rui,Huang, Xiao-Ying,Xue, Chao,Ning, Bin-Ke. "Synthesis and biological activity of ethyl 2-(5-methyl-3-arylisoxazole-4-carboxamido)-4-alkylthiazole-5-carboxylate". . p. 164 - 167. Retrieved 2017/11/20.