76561-16-5

Basic information

• Product Name: 4-Bromoisatoic anhydride
• Synonyms: 4-Bromo-isatoic anhydride;7-Bromo-1H-benzo[d][1,3]oxazine-2,4-dione;7-Bromo-2H-3,1-benzoxazine-2,4(1H)-dione;4-Bromoisatoic anhydride 97%;7-Bromo-2H-3,1-benzoxazine-2,4(1H)-dione, 7-Bromo-1H-benzo[d][1,3]oxazine-2,4-dione;4-Bromoisatoicanhydride97%;Isatoic anhydride, 4-bromo-;7-bromo-1H-3,1-benzoxazine-2,4-dione
• CAS NO: 76561-16-5
• Molecular Formula: C₈H₄BrNO₃
• Molecular Weight: 242.03
• Mol File: 76561-16-5.mol
• Article Data: 18

Chemical Properties

• Appearance: /
• Density: 1.826
• Refractive Index: 1.623
• Storage Temp.: 2-8°C
• PKA: 9.95±0.20(Predicted)
• CAS DataBase Reference: 4-Bromoisatoic anhydride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromoisatoic anhydride(76561-16-5)
• EPA Substance Registry System: 4-Bromoisatoic anhydride(76561-16-5)

Safety Data

• Hazardous Substances Data: 76561-16-5(Hazardous Substances Data)

Usage

Chemical Properties

White solid

InChI:InChI=1/C8H4BrNO3/c9-4-1-2-5-6(3-4)10-8(12)13-7(5)11/h1-3H,(H,10,12)

Upstream product

• 1183031-46-0 4-bromo-2-((tert-butoxycarbonyl)amino)benzoic acid 
• 20776-50-5 2-amino-4-bromobenzoic acid 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 75-44-5 phosgene 
• 6326-79-0 6-bromoisatin 
• 65971-74-6 (E)-N-(3-bromophenyl)-2-(hydroxyimino)acetamide 
• 541-41-3 chloroformic acid ethyl ester 

Downstream Products

• 864866-77-3 N-methyl-2-amino-4-bromobenzamide 
• 1312453-66-9 4-bromo-2-(3-methoxypropanamido)-N-methylbenzamide 

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.

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.

BENZAMIDE DERIVATIVE

The present invention relates to a benzamide derivative of general formula I, a drug composition containing same and a use thereof as a drug, wherein the definitions of R1, Z and Q are as described in the description.