3,5-DIMETHYL-4-NITROISOXAZOLE

Base Information

• Chemical Name: 3,5-DIMETHYL-4-NITROISOXAZOLE
• CAS No.: 1123-49-5
• Molecular Formula: C5H6N2O3
• Molecular Weight: 142.114
• Hs Code.: 29339900
• Mol file: 1123-49-5.mol

Synonyms:3,5-Dimethyl-4-nitroisoxazole;4-Nitro-3,5-dimethylisoxazole;NSC 93420;

Chemical Property of 3,5-DIMETHYL-4-NITROISOXAZOLE

Chemical Property:

• Vapor Pressure: 0.0559mmHg at 25°C
• Melting Point: 67-69 °C (lit.)
• Refractive Index: 1.509
• Boiling Point: 241.4 °C at 760 mmHg
• PKA: -3.68±0.28(Predicted)
• Flash Point: 99.8 °C
• PSA: 71.85000
• Density: 1.293 g/cm³
• LogP: 1.72280
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol

Purity/Quality:

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

3,5-Dimethyl-4-nitroisoxazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3,5-Dimethyl-4-nitroisoxazole was used in the synthesis of:series of methylene bis-isoxazolo[4,5-b]azepines, via reaction with methylene bis-chalconesphenylmethylene bis-isoxazolo[4,5-b]azepine derivatives3-arylglutaric acids, bis-isoxazoles and bis-pyrazoles

Technology Process of 3,5-DIMETHYL-4-NITROISOXAZOLE

There total 63 articles about 3,5-DIMETHYL-4-NITROISOXAZOLE 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: 99.0%

3,5-dimethyl-1,2-oxazole (300-87-8) → 3,5-dimethyl-4-nitroisoxazole (1123-49-5)

Guidance literature:

With sulfuric acid; nitric acid; at 0 - 65 ℃; for 6h; Large scale;

DOI:10.1021/acs.oprd.5b00160

Reference yield: 98.0%

indole (120-72-9) + 3-hydroxy-3-((3-methyl-4-nitroisoxazol-5-yl)methyl)indolin-2-one → 3,5-dimethyl-4-nitroisoxazole (1123-49-5) + 3-hydroxy-3-indolyl-2-oxindole (33333-60-7)

Guidance literature:

In water; at 80 ℃; for 2h;

DOI:10.1039/c9nj03209f

Reference yield: 95.0%

indole (120-72-9) + 1-benzyl-3-hydroxy-3-((3-methyl-4-nitroisoxazol-5-yl)methyl)indolin-2-one → 3,5-dimethyl-4-nitroisoxazole (1123-49-5) + 1'-benzyl-1H,1″H-[3,3′:3′,3″-terindol]-2′(1′H)-one

Guidance literature:

With toluene-4-sulfonic acid; In water; at 80 ℃; for 0.5h;

DOI:10.1039/c9nj03209f

upstream raw materials:

3,5-dimethyl-1,2-oxazole

diazomethane

3-methyl-4-nitroisoxazole

(Z)-3,5-dimethyl-5-hydroxi-4-hydroxyimino-2-isoxazoline

Downstream raw materials:

ethyl 2-carbethoxy-3-(4-chlorophenyl)-4-(3-methyl-4-nitroisoxazol-5-yl)butyrate

ethyl 2-carbethoxy-4-(3-methyl-4-nitroisoxazol-5-yl)-3-phenylbutyrate

ethyl 2-carbethoxy-3-(3-chlorophenyl)-4-(3-methyl-4-nitroisoxazol-5-yl)butyrate

2-(4-cyanophenyl)-1,3-di(3-methyl-4-nitroisoxazol-5-yl)propane

Refernces

• 1、 Nagaraju, Sakkani,Sathish, Kota,Paplal, Banoth,Satyanarayana, Neeli,Kashinath, Dhurke. "3-Hydroxy-3-((3-methyl-4-nitroisoxazol-5-yl)methyl)indolin-2-one as a versatile intermediate for retro-Henry and Friedel-Crafts alkylation reactions in aqueous medium". . p. 14045 - 14050. Retrieved 2019/09/18.
• 2、 Moccia, Maria,Cortigiani, Mauro,Monasterolo, Claudio,Torri, Federica,Del Fiandra, Claudia,Fuller, Geoffrey,Kelly, Brian,Adamo, Mauro F. A.. "Development and Scale-up of an Organocatalytic Enantioselective Process to Manufacture (S)-Pregabalin". . p. 1274 - 1281. Retrieved 2015/09/28.