148495-00-5

Basic information

• Product Name: 5,6-diMethoxybenzo[c]isoxazole
• Synonyms: 5,6-diMethoxybenzo[c]isoxazole
• CAS NO: 148495-00-5
• Molecular Formula: C₉H₉NO₃
• Molecular Weight: 179.17266
• Mol File: 148495-00-5.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5,6-diMethoxybenzo[c]isoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6-diMethoxybenzo[c]isoxazole(148495-00-5)
• EPA Substance Registry System: 5,6-diMethoxybenzo[c]isoxazole(148495-00-5)

Safety Data

• Hazardous Substances Data: 148495-00-5(Hazardous Substances Data)

Upstream product

• 20357-25-9 6-nitroveratraldehyde 
• 120-14-9 3,4-dimethoxy-benzaldehyde 

Downstream Products

• 57179-07-4 6,7-dimethoxy-2-phenylquinoline 
• 107572-53-2 (6,7-dimethoxyquinolin-3-yl)(phenyl)methanone 

Relevant articles and documents

A nanophase segregated mesophase morphology in self-organized novel disc-rod oligomesogens

A nanophase segregated layered phase (SmA) with alternating calamitic and discotic layers was observed for the first time in novel linked disc-rod oligomesogens, containing six cyanobiphenyl moieties radially-attached to a central tricycloquinazoline discotic heteroaromatic core via flexible alkyl spacers. The Royal Society of Chemistry 2009.

Rh(iii)-Catalyzed tandem indole C4-arylamination/annulation with anthranils: Access to indoloquinolines and their application in photophysical studies

An efficient Rh(iii)-catalyzed straightforward strategy was developed for the tandem C4 arylamination/annulation of indole derivatives with anthranil to provide indoloquinoline moieties. This method is simple and regioselective with a wide scope and functional group tolerance. Mechanistic studies revealed the important role of the newly installed azacycle in the conversion of O-protected aldoximes to their cyano derivatives. Studies were carried out to explore the promising photophysical properties of the obtained indoloquinoline derivatives.

Simple and scalable electrochemical synthesis of 2,1-benzisoxazoles and quinoline: N -oxides

Cathodic reduction of the nitro moiety and subsequent intramolecular cyclization affords different substituted 2,1-benzisoxazoles and quinoline N-oxides. This methodology allows the synthesis of two different types of heterocycles from common simple starting materials, using electrons as a sole reagent for this transformation. The electrolysis can be conducted in a very simple undivided electrolysis cell under constant current conditions. This permits working on a larger scale compared to other electrochemical methodologies and represents a significant advantage.

Gold-Catalyzed Annulations of N-Propargyl Ynamides with Anthranils with Two Distinct Chemoselectivities

Gold-catalyzed annulation of N-propargyl ynamides with anthranils can proceed by two distinct mechanisms. In the case of a terminal N-propargyl ynamide, its resulting α-imino gold carbene reacts with a tethered alkyne to generate a vinyl cation to enable hydrolysis, which ultimately yields a pyrrolo[2,3-b]quinoline derivative after treatment with p-toluenesulfonic acid. For an internal alkyne, its α-imino gold carbene reacts with a tethered alkyne via either a vinyl cation or an alkenylgold carbene; both paths ultimately lead to a 4-ketone-2-aminopyrrole derivative. Our mechanistic analysis indicates that water is a better nucleophile than anthranil for terminal ynamides, whereas water and anthranils are equally reactive for internal ynamides.