59824-69-0

Basic information

• Product Name: 1,6-diMethyl-1H-benzo[d][1,3]oxazine-2,4-dione
• Synonyms: 1,6-diMethyl-1H-benzo[d][1,3]oxazine-2,4-dione;1,6-Dimethyl-2H-3,1-benzoxazine-2,4(1H)-dione;N,5-Dimethylisatoic anhydride
• CAS NO: 59824-69-0
• Molecular Formula: C₁₀H₉NO₃
• Molecular Weight: 191.18336
• Mol File: 59824-69-0.mol
• Article Data: 12

Chemical Properties

• Melting Point: 166-169℃
• Appearance: /
• CAS DataBase Reference: 1,6-diMethyl-1H-benzo[d][1,3]oxazine-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,6-diMethyl-1H-benzo[d][1,3]oxazine-2,4-dione(59824-69-0)
• EPA Substance Registry System: 1,6-diMethyl-1H-benzo[d][1,3]oxazine-2,4-dione(59824-69-0)

Safety Data

• Hazardous Substances Data: 59824-69-0(Hazardous Substances Data)

Usage

General Description

1,6-diMethyl-1H-benzo[d][1,3]oxazine-2,4-dione, also known as dimethylbenzoxazine or DMBO, is a chemical compound with a molecular formula C10H9NO3. It is a heterocyclic compound that contains a benzoxazine ring with two methyl groups attached to the 1 and 6 positions. Dimethylbenzoxazine is widely used in the field of polymer chemistry as a monomer for the synthesis of thermosetting resins. These resins are known for their high thermal and chemical resistance, making them suitable for applications in the aerospace, automotive, and electronics industries. Dimethylbenzoxazine is also employed as a pH indicator due to its color-changing properties in different pH ranges. Additionally, it has potential applications in pharmaceuticals and agrochemicals as a building block for the synthesis of various biologically active compounds.

Upstream product

• 4692-99-3 6-methyl-1H-benzo[d][1,3]oxazine-2,4-dione 
• 74-88-4 methyl iodide 
• 2941-78-8 2-Amino-5-methylbenzoic acid 
• 201230-82-2 carbon monoxide 
• 623-08-5 N-methyl-p-toluidine 
• 99-97-8 Dimethyl-p-toluidine 

Downstream Products

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Relevant articles and documents

SUBSTITUTED AMINOQUINOLONES AS DGKALPHA INHIBITORS FOR IMMUNE ACTIVATION

The present invention covers aminoquinolone compounds of general formula (I), in which R1, R2, R3, R4, R5, R6, R7, R8 and n are as defined herein, methods of preparing said compounds, intermediate compounds useful for preparing said compounds, pharmaceutical compositions and combinations comprising said compounds and the use of said compounds for manufacturing pharmaceutical compositions for the treatment and/or prophylaxis of diseases, in particular of diacylglycerol kinase alpha regulated disorders, as a sole agent or in combination with other active ingredients.

Carbene-Catalyzed Enantioselective Decarboxylative Annulations to Access Dihydrobenzoxazinones and Quinolones

A direct decarboxylative strategy for the generation of aza-o-quinone methides (aza-o-QMs) by N-heterocyclic carbene (NHC) catalysis has been discovered and explored. This process requires no stoichiometric additives in contrast with current approaches. Aza-o-QMs react with trifluoromethyl ketones through a formal [4+2] manifold to access highly enantioenriched dihydrobenzoxazin-4-one products, which can be converted to dihydroquinolones through an interesting stereoretentive aza-Petasis–Ferrier rearrangement sequence. Complementary dispersion-corrected density functional theory (DFT) studies provided an accurate prediction of the reaction enantioselectivity and lend further insight to the origins of stereocontrol. Additionally, a computed potential energy surface around the major transition structure suggests a concerted asynchronous mechanism for the formal annulation.

Synthesis method of constructing isatoic anhydride and isatoic anhydride derivative by one step by utilizing carbonylation reaction

The invention relates to a method of constructing isatoic anhydride and an isatoic anhydride derivative by one step by utilizing a carbonylation reaction. The method comprises the steps of adding N,N-dialkyl arylamine, a metal palladium catalyst and copper salt as an oxidant and a solvent to a reaction vessel, sleeving a balloon filled with carbon monoxide and oxygen on a reactor, performing a stirring reaction for 1-10h at 40-150 DEG C, performing cooling to a room temperature after reaction completion, dismounting the balloon, filtering a reaction liquid, performing reduced pressure evaporation to remove the solvent to obtain a crude product, and performing column chromatography purification to obtain isatoic anhydride and the isatoic anhydride derivative. The synthesis method of constructing isatoic anhydride and the isatoic anhydride derivative by the one step by utilizing the carbonylation reaction has the characteristics that operation is concise, raw materials are easy to obtain, the functional group tolerance is good, and a yield is excellent; and the method has an important research value on synthesis and preparation of isatoic anhydride and the isatoic anhydride derivative.