57354-90-2

Basic information

• Product Name: Isoxazole, 5-methyl-4-nitro-3-phenyl-
• CAS NO: 57354-90-2
• Molecular Formula: C10H8N2O3
• Molecular Weight: 204.185
• Mol File: 57354-90-2.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Isoxazole, 5-methyl-4-nitro-3-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Isoxazole, 5-methyl-4-nitro-3-phenyl-(57354-90-2)
• EPA Substance Registry System: Isoxazole, 5-methyl-4-nitro-3-phenyl-(57354-90-2)

Safety Data

• Hazardous Substances Data: 57354-90-2(Hazardous Substances Data)

Upstream product

• 122-57-6 1-Phenylbut-1-en-3-one 
• 27975-80-0 (+/-)-3-bromo-1-phenyl-1-butyne 
• 698-16-8 benzohydroximoyl chloride 
• 932-90-1 Benzaldoxime 
• 7647-01-0 hydrogenchloride 
• 113639-41-1 4-Iodo-5-methyl-4-nitro-3-phenyl-4,5-dihydro-isoxazole 
• 186581-53-3 diazomethane 
• 31301-41-4 4-nitro-3-phenylisoxazole 
• 10230-68-9 1-nitro-2-propanone 
• 1008-74-8 5-methyl-3-phenylisoxazole 
• 127-09-3 sodium acetate 
• 108-24-7 acetic anhydride 
• 84679-59-4 methyl 4-nitro-3-phenylisoxazole-5-carboxylate 

Downstream Products

• 14733-92-7 N-(3-phenyl-5-styryl-isoxazol-4-yl)-acetamide 
• 14733-91-6 3-phenyl-5-styryl-isoxazol-4-ylamine 
• 112884-51-2 3-methyl-5-phenyl-1⁽²⁾H-pyrazol-4-ylamine 
• 13054-64-3 5-methyl-3-phenyl-isoxazol-4-ol 
• 21169-65-3 5-methyl-3-phenyl-1,2-oxazole-4-amine 
• 21205-24-3 ω-nitroacetophenone oxime 
• 14838-25-6 4-nitro-3-phenyl-5-styryl-isoxazole 
• 58311-79-8 3-methyl-4-nitro-5-phenyl-1⁽²⁾H-pyrazole 
• 14838-25-6 4-nitro-3-phenyl-5-styrylisoxazole 

Relevant articles and documents

Synthesis of 4-Nitroisoxazoles via NO/NO2 -Mediated Heterocyclization of Aryl-Substituted α,β-Unsaturated Ketones

A straightforward approach for the synthesis of 4-nitroisoxazoles has been developed via heterocyclization of aryl/hetaryl-substituted α,β-unsaturated ketones upon treatment with tetranitromethane-triethylamine (TNM-TEA) complex or t -BuONO. This strategy features high efficiency and wide substrate tolerance under simple reaction conditions.

Trifluoromethylation of aromatic isoxazoles: Regio- and diastereoselective route to 5-trifluoromethyl-2-isoxazolines

It all adds up: The activation of aromatic isoxazoles with a nitro group at the 4-position has enabled the first regio- and diastereoselective trifluoromethylation at the 5-position of isoxazoles by nucleophilic addition using Me3SiCF3 (see scheme; DMF=N,N′- dimethylformamide). The process was demonstrated with a broad range of 3,5-aromatic, heteroaromatic and aliphatic substrates.

Transformations in the isoxazole series: Synthesis of substituted 2-aminothiazoles

Substitued N-(isoxazol-4-yl)thioureas 1 undergo a transformation in the presence of hexacarbonylmolybdenum and acid to yield functionalized thiazoles 3 in a one-pot reaction. In a few cases, 1,4,5-trisubstituted dihydroimidazoleth, iones 4 are also isolated as side products. Mechanistic considerations are outlined and scope and limitations of this new methodology discussed.