247922-29-8

Basic information

• Product Name: 3-[3-bromo-2-methyl-6-(methylsulfonyl)phenyl]-4,5-dihydroisoxazole
• CAS NO: 247922-29-8
• Molecular Formula: C₁₁H₁₂BrNO₃S
• Molecular Weight: 318.1869
• Mol File: 247922-29-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 470.484°C at 760 mmHg
• Flash Point: 238.34°C
• Density: 1.632g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.632
• CAS DataBase Reference: 3-[3-bromo-2-methyl-6-(methylsulfonyl)phenyl]-4,5-dihydroisoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[3-bromo-2-methyl-6-(methylsulfonyl)phenyl]-4,5-dihydroisoxazole(247922-29-8)
• EPA Substance Registry System: 3-[3-bromo-2-methyl-6-(methylsulfonyl)phenyl]-4,5-dihydroisoxazole(247922-29-8)

Safety Data

• Hazardous Substances Data: 247922-29-8(Hazardous Substances Data)

Usage

Chemical compound

3-[3-bromo-2-methyl-6-(methylsulfonyl)phenyl]-4,5-dihydroisoxazole

Structural features

Contains a bromo substituent, a methyl group, and a methylsulfonyl functional group

Common uses

Organic synthesis and pharmaceutical research

Potential biological activities

Antiviral, antimicrobial, anticancer

Investigated properties

Enzyme inhibition, building block for drug development

Upstream product

• 74-85-1 ethene 
• 250592-92-8 4-methylthio-3-(4,5-dihydroisoxazol-3-yl)-2-methylbromobenzene 
• 529-20-4 2-methylphenyl aldehyde 
• 176504-70-4 2-bromo-6-methylbenzaldehyde 
• 87-59-2 2,3-Dimethylaniline 
• 66794-10-3 1,2-dimethyl-3-(methylsulfanyl)benzene 
• 250593-00-1 2,3-dimethyl-4-methylsulfanylbromobenzene 
• 128277-66-7 2,3-dimethyl-4-methanesulfonyl-1-bromobenzene 
• 1885-76-3 2-cyano-3-nitrotoluene 
• 391200-06-9 3-bromo-2-methyl-6-methylthiobenzonitrile 

Downstream Products

• 210631-68-8 topramezone 
• 1429873-99-3 3-[2-methyl-6-methylsulfonyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-4,5-dihydroisoxazole 
• 1429870-60-9 2-cyclopropyl-5-[3-(4,5-dihydroisoxazol-3-yl)-2-methyl-4-methylsulfonyl-phenyl]-4-hydroxy-pyridazin-3-one 
• 1429873-95-9 5-[3-(4,5-dihydroisoxazol-3-yl)-2-methyl-4-methylsulfonyl-phenyl]-2-[(4-hydroxyphenyl)methyl]-4-methoxy-pyridazin-3-one 
• 1429873-94-8 4-[3-(4,5-dihydroisoxazol-3-yl)-2-methyl-4-methylsulfonyl-phenyl]-5-methoxy-1H-pyridazin-6-one 

Relevant articles and documents

Preparation method of 3-[3-bromo-2-methyl-6-(methylsulfonyl) phenyl]-4, 5-dihydroisoxazole

The invention belongs to the field of chemical synthesis, the invention relates to a preparation method of 3-[3-bromo-2-methyl-6-(methylsulfonyl) phenyl]-4, 5 -dihydroisoxazole. The 3-[3-bromo-2-methyl-6-(methylsulfonyl) phenyl]-4, 5 -dihydroisoxazole is prepared by taking 2, 3-dimethylaniline as an initial raw material for reaction. The method comprises the following steps: diazotizing, brominating and oximating the 2, 3-dimethylaniline to obtain an oximated product, and is mainly characterized in that the oximated product is oxidized by a one-pot method, and then subjected to isoxazole cyclization to obtain the target product. The method has the advantages that monopoly of a traditional route is broken through in the last two steps, and the method is safe, environmentally friendly, easyto industrialize and promising in market prospect.

Topramezone intermediate and topramezone preparation method

The invention relates to the field of organic synthesis, in particular to a topramezone intermediate and a topramezone preparation method. The topramezone preparation method comprises the following steps: 3-[3-halogen-2-methyl-6-(methylsulfonyl)phenyl]-4, 5-dihydroisoxazole and cyanide are subjected to a substitution reaction to obtain 3-[3-cyano-2-methyl-6-(methylsulfonyl)phenyl]-4, 5-dihydroisoxazole; hydrolysis reaction is performed on 3-[3-cyano-2-methyl-6-(methylsulfonyl)phenyl]-4, 5-dihydroisoxazole under the action of acid or alkali to obtain 2-methyl-3-(4, 5-dihydroisoxazole-3-yl)-4-methylsulfonyl benzoic acid; and 2-methyl-3-(4, 5-dihydroisoxazole-3-yl)-4-methylsulfonyl benzoic acid and 1-methyl-5-hydroxypyrazole are condensed and rearranged to generate topramezone. According to the topramezone intermediate and the topramezone preparation method provided by the invention, the use of an expensive palladium catalyst and a dangerous butyl lithium reagent is avoided, the yield isrelatively high, the cost is reduced, the process is simplified, the defects in the prior art are overcome, and the industrial value is achieved.

Preparation method of 3-substituted phenyl-4,5-dihydroisoxazole derivative and application and intermediate thereof

The invention relates to a preparation method of a 3-substituted phenyl-4,5-dihydroisoxazole derivative and application and an intermediate thereof. A cyano compound (V) is converted into an N-hydroxybenzimidium compound (VII), and then 3-substituted phenyl-4,5-dihydroisoxazole intermediate (IX) is synthesized through a diazotization chlorination reaction and a dipolar cycloaddition reaction; a reaction condition is mild and controllable, the reaction selectivity in each step is good, the yield is relatively high, production of some byproducts is avoided, the product quality is guaranteed, andindustrialization of a whole technological route is easy to implement.