118-48-9 | Isatoic anhydride

Packsize	Purity	Availability	Price	Discounted Price
1g	97%	in stock	$12.00	$8.00
25g	97%	in stock	$13.00	$9.00
100g	97%	in stock	$16.00	$11.00
500g	97%	in stock	$20.00	$14.00

Description

• Catalog Number: AB46300
• Chemical Name: Isatoic anhydride
• CAS Number: 118-48-9
• Molecular Formula: C8H5NO3
• Molecular Weight: 163.1302
• MDL Number: MFCD00006700
• SMILES: O=c1oc(=O)c2c([nH]1)cccc2

Computed Properties

• Complexity: 226
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 12
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 1
• XLogP3: 1

Upstream Synthesis Route

1H-Benzo[d][1,3]oxazine-2,4-dione, also known as phthalimide, is a versatile compound widely used in chemical synthesis. Its unique structure and reactivity make it a valuable building block for the production of various pharmaceuticals, agrochemicals, and specialty chemicals. In organic synthesis, phthalimide is commonly employed as a key intermediate in the preparation of heterocyclic compounds and complex molecules. Its ability to undergo nucleophilic substitution reactions at the imide nitrogen and ring-opening reactions makes it a valuable tool for the construction of diverse molecular frameworks. Additionally, phthalimide can be easily modified to introduce different functional groups, enabling chemists to tailor its properties for specific applications. Whether utilized as a protecting group, a precursor for amino acids, or a starting material for the synthesis of biologically active compounds, 1H-Benzo[d][1,3]oxazine-2,4-dione plays a crucial role in modern organic chemistry research and development.

Literature

• A new cascade reaction: concurrent construction of six and five membered rings leading to novel fused quinazolinones.

  Organic & biomolecular chemistry 20120421

• Palladium-catalyzed decarboxylative coupling of isatoic anhydrides with arylboronic acids.

  Organic letters 20111118

• Interaction of N-methyl-2-alkenyl-4-quinolones with ATP-dependent MurE ligase of Mycobacterium tuberculosis: antibacterial activity, molecular docking and inhibition kinetics.

  The Journal of antimicrobial chemotherapy 20110801

• Synthesis of N-substituted 2-[(1E)-alkenyl]-4-(1H)-quinolone derivatives as antimycobacterial agents against non-tubercular mycobacteria.

  European journal of medicinal chemistry 20110601

• 1,3-Dipolar cycloaddition-decarboxylation reactions of an azomethine ylide with isatoic anhydrides: formation of novel benzodiazepinones.

  Organic letters 20110204

• Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

  Bioorganic & medicinal chemistry letters 20101101

• Synthesis of 2,3-dihydroquinazolin-4(1H)-ones by three-component coupling of isatoic anhydride, amines, and aldehydes catalyzed by magnetic Fe(3)O(4) nanoparticles in water.

  Journal of combinatorial chemistry 20100913

• Novel and efficient one-pot tandem synthesis of 2-styryl-substituted 4(3H)-quinazolinones.

  Journal of combinatorial chemistry 20080101

• Fluorous reagents and scavengers versus solid-supported reagents and scavengers, a reaction rate and kinetic comparison.

  Molecular diversity 20050101

• Hydrogen-bonding in 2-aminobenzoyl-alpha-chymotrypsin formed by acylation of the enzyme with isatoic anhydride: IR and mass spectroscopic studies.

  Chembiochem : a European journal of chemical biology 20020104