4001-73-4

Basic information

• Product Name: 2-BROMOBENZAMIDE
• Synonyms: Benzamide, 2-bromo-;Benzamide, o-bromo-;2-Bromobenzamide,98%;2-BROMOBENZAMIDE 98%;2-Bromobenzenecarboxamide;2-Bromobenzamide, 97+%;O-BROMOBENZAMIDE;2-BROMOBENZAMIDE
• CAS NO: 4001-73-4
• Molecular Formula: C₇H₆BrNO
• Molecular Weight: 200.03
• EINECS: 223-650-9
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Anilines, Amides & Amines;Bromine Compounds;Amides;Carbonyl Compounds;Organic Building Blocks
• Mol File: 4001-73-4.mol
• Article Data: 48

Chemical Properties

• Melting Point: 160-162 °C(lit.)
• Boiling Point: 298 °C at 760 mmHg
• Flash Point: 134 °C
• Appearance: Beige/Powder
• Density: 1.5488 (rough estimate)
• Vapor Pressure: 0.0013mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 15.36±0.50(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 2-BROMOBENZAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMOBENZAMIDE(4001-73-4)
• EPA Substance Registry System: 2-BROMOBENZAMIDE(4001-73-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 4001-73-4(Hazardous Substances Data)

Usage

Chemical Properties

Beige powder

Uses

Different sources of media describe the Uses of 4001-73-4 differently. You can refer to the following data:
1. 2-Bromobenzamide has been used in microwave assisted one-pot synthesis of substituted 3-(phenylmethylene)isoindolin-1-ones, palladium-catalyzed synthesis of phenanthridinones and in the synthesis of new water-soluble iminophosphorane ligand.
2. 2-Bromobenzamide has been used in:microwave assisted one-pot synthesis of substituted 3-(phenylmethylene)isoindolin-1-ones palladium-catalyzed synthesis of phenanthridinonessynthesis of new water-soluble iminophosphorane ligand

InChI:InChI=1/C7H6BrNO/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,(H2,9,10)

Upstream product

• 34158-72-0 2-bromobenzaldehyde oxime 
• 2039-88-5 2-bromostyrene 
• 3959-05-5 2-bromobenzylamine 
• 55-21-0 benzamide 
• 583-55-1 1-Bromo-2-iodobenzene 
• 201230-82-2 carbon monoxide 
• 1973-22-4 1-bromo-2-ethylbenzene 
• 766-46-1 2-bromo-1-ethynylbenzene 
• 18982-54-2 o-bromobenzyl alcohol 
• 6630-33-7 ortho-bromobenzaldehyde 
• 108-86-1 bromobenzene 
• 127099-85-8 N-Cyanoguanidine 
• 2042-37-7 o-cyanobromobenzene 
• 88-65-3 2-bromobenzoic-acid 

Downstream Products

• 52059-66-2 5-(2-Bromphenyl)-1,3,4-oxathiazol-2-on 
• 122889-66-1 2-Bromo-N-propionyl-benzamide 
• 137092-44-5 2-bromo-N-pivaloylbenzamide 
• 7114-80-9 3-methylisoquinolone 
• 122889-67-2 2-Bromo-N-phenylacetyl-benzamide 
• 76916-63-7 2-(2,5-hexadienyl)benzamide 
• 135714-56-6 2-(2-Bromo-phenyl)-4-methylsulfanyl-[1,3]oxazin-6-one 
• 40523-32-8 3-(phenylmethylene)isoindol-1-one 
• 62632-15-9 2-Bromobenzoyl isocyanate 
• 1109247-35-9 2-bromo-N-butyryl-benzamide 
• 1159410-95-3 benzyl 1,2-dihydro-3-methyl-1-oxoisoquinoline-4-carboxylate 
• 1159411-01-4 ethyl 1,2-dihydro-1-oxo-3-phenylisoquinoline-4-carboxylate 
• 939989-89-6 2-(2'-bromophenyl)-5-methyloxazole 
• 1240014-80-5 2-bromo-N,N-di(d3-methyl)benzamide 

Relevant articles and documents

From Quinoline to Quinazoline-Based S. aureus NorA Efflux Pump Inhibitors by Coupling a Focused Scaffold Hopping Approach and a Pharmacophore Search

Antibiotic resistance breakers, such as efflux pump inhibitors (EPIs), represent a powerful alternative to the development of new antimicrobials. Recently, by using previously described EPIs, we developed pharmacophore models able to identify inhibitors of NorA, the most studied efflux pump of Staphylococcus aureus. Herein we report the pharmacophore-based virtual screening of a library of new potential NorA EPIs generated by an in-silico scaffold hopping approach of the quinoline core. After chemical synthesis and biological evaluation of the best virtual hits, we found the quinazoline core as the best performing scaffold. Accordingly, we designed and synthesized a series of functionalized 2-arylquinazolines, which were further evaluated as NorA EPIs. Four of them exhibited a strong synergism with ciprofloxacin and a good inhibition of ethidium bromide efflux on resistant S. aureus strains coupled with low cytotoxicity against human cell lines, thus highlighting a promising safety profile.

Visible light-mediated synthesis of amides from carboxylic acids and amine-boranes

Here, a photocatalytic deoxygenative amidation protocol using readily available amine-boranes and carboxylic acids is described. This approach features mild conditions, moderate-to-good yields, easy scale-up, and up to 62 examples of functionalized amides with diverse substituents. The synthetic robustness of this method was also demonstrated by its application in the late-stage functionalization of several pharmaceutical molecules.

Transamidation for the Synthesis of Primary Amides at Room Temperature

Various primary amides have been synthesized using the transamidation of various tertiary amides under metal-free and mild reaction conditions. When (NH4)2CO3 reacts with a tertiary amide bearing an N-electron-withdrawing substituent, such as sulfonyl and diacyl, in DMSO at 25 °C, the desired primary amide product is formed in good yield with good funcctional group tolerance. In addition, N-tosylated lactam derivatives afforded their corresponding N-tosylamido alkyl amide products via a ring opening reaction.