88-68-6

Basic information

• Product Name: Anthranilamide
• Synonyms: AMINOBENZAMIDE(2-);ANTHRANILIC ACID AMIDE;ANTHRANILAMIDE;2-AMINOBENZAMIDE;ATA;BENZAMIDE, 2-AMINO-;LABOTEST-BB LT00136198;O-AMINOBENZAMIDE
• CAS NO: 88-68-6
• Molecular Formula: C7H8N2O
• Molecular Weight: 136.15
• EINECS: 201-851-2
• Product Categories: AMIDE;Pharmaceutical Intermediates;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;pharmacetical
• Mol File: 88-68-6.mol
• Article Data: 8

Chemical Properties

• Melting Point: 111-113 °C(lit.)
• Boiling Point: 300 °C
• Flash Point: 198 °C
• Appearance: Light brown to gray-brown/Crystalline Powder or Flakes
• Density: 1.1778 (rough estimate)
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.5460 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: <5g/l
• PKA: 15.77±0.50(Predicted)
• Water Solubility: Soluble in hot water and alcohol. Slightly soluble in ether and benzene. Very soluble in ethyl acetate.
• BRN: 508509
• CAS DataBase Reference: Anthranilamide(CAS DataBase Reference)
• NIST Chemistry Reference: Anthranilamide(88-68-6)
• EPA Substance Registry System: Anthranilamide(88-68-6)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-43
• Safety Statements: 26-36/37
• WGK Germany: 1
• RTECS: CU8993000
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 88-68-6(Hazardous Substances Data)

Usage

Chemical Properties

light brown to grey-brown cryst. Powder or flakes

Uses

Different sources of media describe the Uses of 88-68-6 differently. You can refer to the following data:
1. 2-Aminobenzamide is used for efficient fluorescent labelling of glycans and analysis of complex carbohydrates. It is also used as an intermediate for ag chemicals, dyes, pharmaceuticals, blowing agents, and fine organic chemicals. In lubricating oils for supersonic jet engines, inhibits copper and magnesium corrosion.
2. Anthranilamide can be used as an acetyldehyde scavenger in PET bottles (US Patent, Coca-Cola). It can be used as an intermediate for dyes, pharmaceuticals, agricultural chemicals, perfumes, pigments, flavors and organo luminophores. It can be used in the manufacture of anthranilate esters and ion exchange resins. It can be used as a lacquer additive for food containers. It can be used as a modifier to improve drying of alkyd resins. It can also be used as an antioxidant for greases, lube oils and unsaturated rubbers.

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

Downstream Products

• 41217-30-5 ethyl (2-carbamoylphenyl)carbamate 
• 60978-78-1 N-o-Carboxamidophenyl-S,S-dimethyliminosulfuran 
• 65487-84-5 N-(2-Cyano-phenyl)-2,3,3,3-tetrafluoro-propionamide 
• 63099-85-4 2-(1,2,2,2-tetrafluoro-ethyl)-3H-quinazolin-4-one 
• 65487-85-6 N-(2-Cyano-phenyl)-3,3,3-trifluoro-2-trifluoromethyl-propionamide 
• 95021-27-5 Benzoylketen-N-<2-aminocarbonyl-phenyl>-O-aethyl-O,N-acetal 
• 3137-64-2 2-ethyl-3H-quinazolin-4-one 
• 36765-01-2 2-amino-3,5-dichlorobenzamide 
• 1152-07-4 2-(4-methoxyphenyl)-3H-quinazolin-4-one 
• 111232-48-5 2-<(4-methoxybenzyl)amino>benzamide 
• 425414-46-6 2-(4-iodobenzamido)benzamide 
• 1159265-26-5 2-(4-iodophenyl)quinazolin-4(3H)-one 
• 83800-83-3 2-(4-(trifluoromethyl)phenyl)quinazolin-4(3Η)-one 

Relevant articles and documents

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.

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.

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.