208711-51-7

Basic information

• Product Name: (3Z)-N-methoxy-1-benzofuran-3(2H)-imine
• Synonyms: (3Z)-N-Methoxy-1-benzofuran-3(2H)-imine; 3(2H)-benzofuranone, O-methyloxime, (3Z)-
• CAS NO: 208711-51-7
• Molecular Formula: C₉H₉NO₂
• Molecular Weight: 163.1733
• Mol File: 208711-51-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 252.4°C at 760 mmHg
• Flash Point: 89°C
• Density: 1.18g/cm³
• Vapor Pressure: 0.0308mmHg at 25°C
• Refractive Index: 1.563
• CAS DataBase Reference: (3Z)-N-methoxy-1-benzofuran-3(2H)-imine(CAS DataBase Reference)
• NIST Chemistry Reference: (3Z)-N-methoxy-1-benzofuran-3(2H)-imine(208711-51-7)
• EPA Substance Registry System: (3Z)-N-methoxy-1-benzofuran-3(2H)-imine(208711-51-7)

Safety Data

• Hazardous Substances Data: 208711-51-7(Hazardous Substances Data)

Upstream product

• 82415-84-7 benzofuran-3(2H)-one oxime 
• 77-78-1 dimethyl sulfate 
• 7169-34-8 3-oxo-2,3-dihydrobenzo[b]furan 
• 593-56-6 N-methoxylamine hydrochloride 
• 93680-80-9 benzofuran-3-yl acetate 
• 635-53-0 (2-carboxyphenoxy)acetic acid 
• 22511-42-8 methyl 2-(2-ethoxy-2-oxoethoxy)benzoate 
• 119-36-8 methyl salicylate 
• 6280-80-4 2-Formylphenoxyacetic acid 

Downstream Products

• 169153-14-4 (E)-(5,6-dihydro-[1,4,2]dioxazin-3-yl)-(2-hydroxyphenyl)-methanone O-methyloxime 
• 169153-13-3 E-(5,6-dihydro-[1,4,2]dioxazin-3-yl)-(2-hydroxy-phenyl)-methanone O-methyl-oxime 

Relevant articles and documents

PROCESS FOR PREPARING (E)-(5,6-DIHYDRO-1,4,2-DIOXAZINE-3-YL) (2-HYDROXYPHENYL) METHANONE O-METHYL OXIME

A process for preparing (E)-(5,6-dihydro-l,4,2-dioxazin-3-yl)(2- hydroxyphenyl)methanone O-methyl oxime is described which includes: (i) reacting benzofuran-3(2H)-one O-methyl oxime (1) with at least one nitrite selected from n-butyl nitrite and tert-butyl nitrite, in the presence of a metal alkoxide to form (2Z,32)-2,3-benzofuran-dione O3-methyl dioxime (2) as the predominant isomer; (ii) reacting the (2Z,3Z)-2,3-benzofuran-dione O -methyl dioxime (2) with 2- haloethanol to form (2Z,3Z)-benzofuran-2,3-dione 02-(2-hydroxyethyl) O3 -methyl dioxime (3); and (iii) reacting the (2Z,3Z)-benzofuran-2,3-dione 02-(2-hydroxyethyl) and -methyl dioxime (3) with an acid to form (E)-(5,6-dihydro-l,4,2-dioxazin-3-yl)(2- hydroxyphenyl)methanone (9-methyl oxime (4);

Titania-promoted carboxylic acid alkylations of alkenes and cascade addition-cyclizations

Photochemical reactions employing TiO2 and carboxylic acids under dry anaerobic conditions led to several types of C-C bond-forming processes with electron-deficient alkenes. The efficiency of alkylation varied appreciably with substituents in the carboxylic acids. The reactions of aryloxyacetic acids with maleimides resulted in a cascade process in which a pyrrolochromene derivative accompanied the alkylated succinimide. The selectivity for one or other of these products could be tuned to some extent by employing the photoredox catalyst under different conditions. Aryloxyacetic acids adapted for intramolecular ring closures by inclusion of 2-alkenyl, 2-aryl, or 2-oximinyl functionality reacted rather poorly. Profiles of reactant consumption and product formation for these systems were obtained by an in situ NMR monitoring technique. An array of different catalyst forms were tested for efficiency and ease of use. The proposed mechanism, involving hole capture at the TiO2 surface by the carboxylates followed by CO2 loss, was supported by EPR spectroscopic evidence of the intermediates. Deuterium labeling indicated that the titania likely donates protons from surface hydroxyl groups as well as supplying electrons and holes, thus acting as both a catalyst and a reaction partner.

Method for preparing optionally substituted benzofuranones

The invention relates to an improved method for preparing optionally substituted benzofuran-3-ones which can be used as initial products for preparing 3-(1-hydroxyphenyl-1-alkoximinomethyl) dioxazines. These later are known starting materials for preparin