16313-66-9

Basic information

• Product Name: 2-AMINO-5-BROMOBENZAMIDE
• Synonyms: 2-AMINO-5-BROMOBENZAMIDE;2-Amino-5-bromobenzamide ,97%;Benzamide, 2-amino-5-bromo-
• CAS NO: 16313-66-9
• Molecular Formula: C₇H₇BrN₂O
• Molecular Weight: 215.05
• EINECS: 200-589-5
• Mol File: 16313-66-9.mol
• Article Data: 40

Chemical Properties

• Melting Point: 189-191℃ (water ethanol )
• Boiling Point: 291.2±25.0℃ (760 Torr)
• Flash Point: 129.9±23.2℃
• Appearance: Pale yellow solid
• Density: 1.698±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.00198mmHg at 25°C
• Refractive Index: 1.666
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 15.15±0.50(Predicted)
• CAS DataBase Reference: 2-AMINO-5-BROMOBENZAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-5-BROMOBENZAMIDE(16313-66-9)
• EPA Substance Registry System: 2-AMINO-5-BROMOBENZAMIDE(16313-66-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 16313-66-9(Hazardous Substances Data)

Usage

Chemical Properties

Off-white to light yellow solid

InChI:InChI=1/C7H7BrN2O/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H,9H2,(H2,10,11)

Upstream product

• 4692-98-2 5-bromoisatoic anhydride 
• 170492-50-9 2,5-dibromobenzamide 
• 87-48-9 5-Bromo-1H-indole-2,3-dione 
• 1885-29-6 anthranilic acid nitrile 
• 1397833-71-4 (2-amino-5-bromophenyl) (benzotriazole-1-yl)methanone 
• 52727-57-8 5-bromo-2-aminobenzoic acid methyl ester 
• 39263-32-6 2-amino-5-bromobenzonitrile 
• 33800-08-7 1,3-Didehydro-2,1,3-benzothiadiazin-4-on 
• 28144-70-9 anthranilic acid amide 
• 5794-88-7 5-Bromo-2-aminobenzoic acid 
• 7664-41-7 ammonia 

Downstream Products

• 32084-59-6 6-bromoquinazolin-4(3H)-one 
• 639482-28-3 2-(o-anisoyl)-amino-5-bromo-benzamide 
• 1226978-04-6 8-bromo-12-phenyl-5,6-dihydro-4bH-isoquino[2,1-a]quinazolin-6-one 
• 1295570-43-2 C₁₇H₁₅BrN₂O₃ 
• 1427310-58-4 C₂₁H₂₄BrN₃O₄ 
• 1227360-99-7 C₂₁H₂₃BrFN₃O₄ 
• 27398-50-1 6-bromo-2-phenylquinazolin-4-one 
• 1261072-25-6 6-bromo-2-(4-iodophenyl)quinazolin-4-ol 
• 1261072-26-7 tert-butyl (2S)-2-(5-{4-[6-(2-[(2S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl]-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-5-yl)-4-hydroxyquinazolin-2-yl]phenyl}-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl)pyrrolidine-1-carboxylate 
• 1261072-27-8 6-bromo-2-(4-iodophenyl)-4-methoxyquinazoline 
• 1261072-28-9 tert-butyl (2S)-2-(5-{4-[6-(2-[(2S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl]-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-5-yl)-4-methoxyquinazolin-2-yl]phenyl}-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl)pyrrolidine-1-carboxylate 
• 1261070-37-4 methyl {(2S)-1-[(2S)-2-{5-[4-(4-hydroxy-6-{2-[(2S)-1-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}pyrrolidin-2-yl]-1H-imidazol-5-yl}quinazolin-2-yl)phenyl]-1H-imidazol-2-yl}pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl}carbamate 
• 1261070-38-5 methyl {(2S)-1-[(2S)-2-{5-[4-(4-ethoxy-6-{2-[(2S)-1-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}pyrrolidin-2-yl]-1H-imidazol-5-yl}quinazolin-2-yl)phenyl]-1H-imidazol-2-yl}pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl}carbamate 
• 1357259-02-9 C₂₀H₁₈BrN₃O₃ 

Relevant articles and documents

Palladium-catalysed regioselective: N -arylation of anthranilamides: A tandem route for dibenzodiazepinone synthesis

A palladium-catalyzed domino approach to the synthesis of 10,11-dihydro-5H-dibenzo[b,e][1,4]diazepinones from 2-aminobenzamides and 1,2-dihaloarenes has been developed. Our strategy integrating double N-arylations (inter- and intra-molecular) of 2-aminobenzamides with 1,2-dihaloarenes under palladium-catalyzed conditions is clearly distinct from the current literature available for the synthesis of dibenzodiazepinones. Unlike a previous report described for regioselective N-arylation of 2-aminobenzamide at the amine group, our mechanistic studies support the regioselective N-arylation of 2-aminobenzamide occurring first primarily at the amide group. The translational application of our protocol may be demonstrated in the synthesis of a marketed drug, clozapine.

Synthesis, photophysical properties and DFT study of novel polycarbo-substituted quinazolines derived from the 2-aryl-6-bromo-4-chloro-8-iodoquinazolines

A series of novel 2-aryl-6-bromo-4-chloro-8-iodoquinazolines were prepared and subjected to sequential two-step (Sonogashira and subsequent one-pot bis-Suzuki) and one-pot three-step Sonogashira cross-coupling reactions to afford unsymmetrical polycarbo-substituted quinazolines. Selectivity in the cross-coupling for these multihalogenated quinazolines was found to depend on both the intrinsic reactivity of the Csp2-halogen bond, which relates to the bond dissociation energy or bond strength and the electronic position of the halogen atom on the electron deficient scaffold (trend: Csp2-I>C(4)-Cl>Csp2-Br). The electronic absorption and emission properties of the prepared polycarbo-substituted quinazolines were evaluated in solution by means of UV-vis and emission spectroscopy in conjunction with density functional theory (DFT) method.

Visible-light induced copper(i)-catalyzed oxidative cyclization of: O -aminobenzamides with methanol and ethanol via HAT

The use of the in situ generated ligand-copper superoxo complex absorbing light energy to activate the alpha C(sp3)-H of MeOH and EtOH via the hydrogen atom transfer (HAT) process for the synthesis of quinazolinones by oxidative cyclization of alcohols with o-aminobenzamide has been investigated. The synthetic utility of this protocol offers an efficient synthesis of a quinazolinone intermediate for erlotinb (anti-cancer agent) and 30 examples were reported.

Quinazolinone Compound and Application Thereof

The present invention relates to a series of quinazolinone compounds and applications thereof as PI3Kα inhibitors. In particular, the present invention relates to a compound shown in formula (I) and a tautomer or pharmaceutically acceptable salt thereof.