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Usage

Uses

Used in Chemical Synthesis:
Anthranilamide is used as an intermediate for the production of dyes, pharmaceuticals, agricultural chemicals, perfumes, pigments, flavors, and organo luminophores. Its unique chemical structure allows for the creation of a wide range of products with various applications.
Used in PET Bottles:
Anthranilamide can be used as an acetyldehyde scavenger in PET bottles, as per a US patent by Coca-Cola. This application helps to improve the quality and safety of PET bottles by reducing the presence of acetyldehyde, a harmful substance.
Used in Lubricating Oils:
In the aerospace industry, anthranilamide is used in lubricating oils for supersonic jet engines to inhibit copper and magnesium corrosion. This application ensures the longevity and performance of the engine components.
Used in Manufacturing:
Anthranilamide is used in the manufacture of anthranilate esters and ion exchange resins, which have various applications in different industries, such as water treatment and chemical synthesis.
Used as a Lacquer Additive:
In the food packaging industry, anthranilamide can be used as a lacquer additive for food containers. This application helps to improve the durability and safety of food packaging materials.
Used as a Modifier for Alkyd Resins:
Anthranilamide can be used as a modifier to improve the drying of alkyd resins, which are used in coatings and paints. This application enhances the performance and efficiency of alkyd resin-based products.
Used as an Antioxidant:
In the lubricant industry, anthranilamide can be used as an antioxidant for greases, lube oils, and unsaturated rubbers. This application helps to extend the lifespan and performance of these materials by preventing oxidation and degradation.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C7H8N2O/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H2,9,10)

Upstream product

• 612-24-8 o-nitrobenzonitrile 
• 7647-01-0 hydrogenchloride 
• 1092075-60-9 2-amino-N,N-bis[(5-methyl-2-furyl)methyl]benzamide 
• 396098-84-3 2-(4-chlorophenyl)-2,3-dihydroquinazolin-4(1H)-one 
• 121998-76-3 2-phenyl-2,3-dihydro-4(1H)-quinazolinone 
• 32203-14-8 2,3-dihydro-2-(4-methylphenyl)benzo[d][1,3,2]diazaborinin-4(1H)-one 
• 100-52-7 benzaldehyde 
• 4001-73-4 2-Bromobenzamide 
• 100-51-6 benzyl alcohol 

Downstream Products

• 18257-55-1 N-(2-carbamoylphenyl)phthalimide 
• 41217-30-5 ethyl (2-carbamoylphenyl)carbamate 
• 61195-14-0 2-<<(4-Methoxyphenyl)methin>amino>benzamid 
• 101350-27-0 2-[(E)-3-phenylpropen-2-ylideneamino]benzamide 
• 140215-74-3 2-formamidobenzamide 
• 35265-30-6 N-(2-bromo-butyryl)-anthranilic acid amide 
• 102026-29-9 6-[(2-carbamoyl-phenylimino)-methyl]-2,3-dimethoxy-benzoic acid 
• 395-96-0 N-trifluoroacetyl-L-phenylalanine-(2-carbamoyl-anilide) 
• 855931-12-3 N-(N-chloroacetyl-sulfanilyl)-anthranilic acid amide 
• 10173-53-2 2-(5-methyl-1⁽³⁾H-benzoimidazol-2-yl)-aniline 
• 17049-65-9 2-phenyl-1,2-dihydro-3H-indazol-3-one 
• 52910-90-4 N-benzenesulfonyl-anthranilic acid amide 
• 67718-36-9 N-[2-(aminocarbonyl)phenyl]-2-nitrobenzamide 

Relevant academic research and scientific papers

Glucose as an Eco-Friendly Reductant in a One-Pot Synthesis of 2,3-Dihydroquinazolin-4(1H)-ones

Carbohydrates such as glucose are an abundant renewable resource that can be employed in synthetic processes as a source of carbon and/or hydrogen to yield products of high economical and biological impact. Herein, we report a versatile and environmentally friendly protocol for the one-pot synthesis of 2,3-dihydroquinazolin-4(1H)-ones, a privileged scaffold in medicinal chemistry, based on the use of glucose as an eco-friendly reductant in alkaline aqueous medium. This method can be viewed as a blueprint for the development of further one-pot sequences involving glucose as a reductant.

Anthranilamide (aam)-substituted arylboranes in direct carbon-carbon bond-forming reactions

Anthranilamide (aam)-substituted arylboranes, which were reported to serve as masked boranes in the Suzuki-Miyaura coupling, have been found to be directly cross-coupled just by use of an aqueous medium. The excellent stability of 2-pyridyl-B(aam) toward protodeborylation allowed their smooth cross-coupling.

Efficient Synthesis of Quinazolinones by Transition-Metal-Free Direct Aerobic Oxidative Cascade Annulation of Alcohols with o-Aminoarylnitriles

A mild and atom-economic method was developed for direct and efficient synthesis of quinazolinones through a transition-metal-free aerobic oxidative cascade annulation reaction of widely available o-aminoarylnitriles and alcohols. Air could be employed as an effective oxidant under mild conditions, generating water as the only byproduct. Possibly owing to the “cesium effect”, the water-soluble base CsOH was found to be crucial in all key steps of the reaction mechanism. Because a wide range of substrates can be used to prepare substituted quinazolinones without contamination by transition-metal residues, this method may be of interest for application in pharmaceutical synthesis. Possible reaction paths were also proposed according to control reactions.

Vasicine from Adhatoda vasica as an organocatalyst for metal-free Henry reaction and reductive heterocyclization of o-nitroacylbenzenes

Vasicine, a quinazoline alkaloid, from the leaves of Adhatoda vasica, has been utilized as an efficient catalyst for metal and base free Henry reaction of various aldehydes with nitro alkanes. The method can be used in the synthesis of various β-nitro alcohols under mild reaction conditions without use of hazardous organic solvents and expensive catalysts. Vasicine is also applied successfully for one pot synthesis of 2,1-benzisoxazoles from o-nitroacylbenzenes in good yields under mild conditions.

A copper catalyzed multicomponent cascade redox reaction for the synthesis of quinazolinones

A copper catalyzed multicomponent cascade redox reaction for the synthesis of various quinazolinones starting from easily available 2-bromobenzamides, benzylic alcohols and sodium azide as a nitrogen source has been developed. The reaction involves copper catalyzed azidation of 2-bromobenzamide via an SNAr reaction and oxidation of benzyl alcohol followed by sequential reduction-condensation-oxidation to produce quinazolinones.

Deformylation of indole and azaindole-3-carboxaldehydes using anthranilamide and solid acid heterogeneous catalyst via quinazolinone intermediate

The deformylation of indole and azaindole-3-carboxaldehydes was achieved in the presence of anthranilamide and a solid acid heterogeneous catalyst under reflux conditions in 25-90% yield. The reaction proceeds via quinazolinone intermediate, which undergoes acid catalyzed cleavage to form deformylated product.

Some transformations of tertiary N-furfurylamides of aromatic and heteroaromatic carboxylic acids under acidic conditions

Acid-catalyzed transformations of tertiary N-furfurylamides of ortho-amino substituted aromatic and heteroaromatic carboxylic acids accompanied by elimination of the furfuryl moiety are investigated. Georg Thieme Verlag Stuttgart.

Regioselective Reduction of Substituted Dinitroarenes Using Baker's Yeast

A range of substituted dinitroaromatic compounds have been reduced using baker's yeast (Saccharamyces cerevisiae), in some cases with very high selectivity.A model is presented to account for the origin of the selectivity together with a possible mechanism for the reduction.