128076-63-1

Basic information

• Product Name: 7-METHOXY-1H-BENZO[D][1,3] OXAZINE-2,4-DIONE
• Synonyms: 7-METHOXY-1H-BENZO[D][1,3] OXAZINE-2,4-DIONE;4-Methoxyisatoic anhydride;7-methoxy-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione
• CAS NO: 128076-63-1
• Molecular Formula: C₉H₇NO₄
• Molecular Weight: 193.16
• Mol File: 128076-63-1.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• Density: 1.376 g/cm³
• Refractive Index: 1.565
• PKA: 10.40±0.20(Predicted)
• CAS DataBase Reference: 7-METHOXY-1H-BENZO[D][1,3] OXAZINE-2,4-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-METHOXY-1H-BENZO[D][1,3] OXAZINE-2,4-DIONE(128076-63-1)
• EPA Substance Registry System: 7-METHOXY-1H-BENZO[D][1,3] OXAZINE-2,4-DIONE(128076-63-1)

Safety Data

• Hazardous Substances Data: 128076-63-1(Hazardous Substances Data)

Usage

Description

7-METHOXY-1H-BENZO[D][1,3] OXAZINE-2,4-DIONE is a chemical compound that serves as a valuable reagent in the field of organic synthesis. It is characterized by its unique molecular structure, which contributes to its potential applications in various industries.

Uses

Used in Pharmaceutical Industry:
7-METHOXY-1H-BENZO[D][1,3] OXAZINE-2,4-DIONE is used as a reagent for the preparation of 2-pyridylquinolones, which are known for their improved antimalarial activity. This application is significant in the development of new and more effective treatments for malaria, a disease that affects millions of people worldwide.

InChI:InChI=1/C9H7NO4/c1-13-5-2-3-6-7(4-5)10-9(12)14-8(6)11/h2-4H,1H3,(H,10,12)

Upstream product

• 32315-10-9 bis(trichloromethyl) carbonate 
• 4294-95-5 4-methoxyanthranilic acid 
• 75-44-5 phosgene 
• 541-41-3 chloroformic acid ethyl ester 
• 4124-31-6 trichloroacetic acid anhydride 
• 76-02-8 trifluoroacetyl chloride 
• 27191-09-9 m-anisidine hydrochloride 
• 52351-75-4 6-methoxyisatin 

Downstream Products

• 1361967-67-0 7-hydroxy-3-methyl-2-(6-(4-(trifluoromethoxy)phenyl)pyridin-3-yl)quinolin-4(1H)-one 
• 1361967-16-9 7-methoxy-3-methyl-2-(6-(4-(trifluoromethoxy)phenyl)pyridin-3-yl)quinolin-4(1H)-one 
• 1379615-30-1 7-methoxy-3-methyl-2-(5-(4-(trifluoromethoxy)phenyl)pyridin-3-yl)quinolin-4(1H)-one 
• 1361005-87-9 2-(4,4-dimethyl‐4,5‐dihydrooxazol‐2‐yl)-5‐methoxyaniline 
• 1361005-02-8 C₂₄H₁₈F₃NO₃ 
• 1361004-92-3 C₂₅H₂₀F₃NO₃ 
• 1379615-39-0 7-methoxy-3‐methyl‐2‐(1-(4‐(trifluoromethoxy)benzyl)-1H-pyrazol‐4-yl)quinolin‐4(1H)-one 

Relevant articles and documents

Synthesis of Ring-Fused, N-Substituted 4-Quinolinones Using p Ka-Guided, Base-Promoted Annulations with Isatoic Anhydrides: Total Synthesis of Penicinotam

An anionic annulation strategy employing isatoic anhydrides and a wide assortment of enolizable partners was developed to afford over 80 novel ring-fused, N-substituted 4-quinolinones, an underrepresented privileged template. Multiple factors governing the efficiency of the transformation were determined, resulting in a reliable and tunable synthetic platform applicable for a broad range of substrates with variable deprotonation susceptibility, such as tetramic and tetronic acids, cyclic 1,3-diketones, and cycloalkanones. Application to the synthesis of bioactive, pyrrolizine-fused 4-quinolinone, penicinotam 3, resulted in the most brief and highest yielding total synthesis of the alkaloid in three steps and a 36% overall yield.

New spiro pyrrole[2, 1-b]quinazolone derivative, preparation method and application thereof

The invention relates to a new spiro pyrrole[2, 1-b]quinazolone derivative, a preparation method and application thereof. The new spiro pyrrole[2, 1-b]quinazolone derivative is synthesized by using asimple method. The yield is high, the production cost is

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.