26819-10-3

Basic information

• Product Name: 3-Bromo-N-ethylbenzamide
• Synonyms: 3-Bromo-N-ethylbenzamide;3-bromo-N-ethylbenzamide(SALTDATA: FREE)
• CAS NO: 26819-10-3
• Molecular Formula: C₉H₁₀BrNO
• Molecular Weight: 228.09
• Product Categories: blocks;Bromides;Carboxes
• Mol File: 26819-10-3.mol

Chemical Properties

• Melting Point: 81-82 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• Boiling Point: 329.9°Cat760mmHg
• Flash Point: 153.3°C
• Appearance: /
• Density: 1.403g/cm³
• Vapor Pressure: 0.000172mmHg at 25°C
• Refractive Index: 1.555
• PKA: 14.86±0.46(Predicted)
• CAS DataBase Reference: 3-Bromo-N-ethylbenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Bromo-N-ethylbenzamide(26819-10-3)
• EPA Substance Registry System: 3-Bromo-N-ethylbenzamide(26819-10-3)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 26819-10-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Bromo-N-ethylbenzamide is used as a building block for the synthesis of various pharmaceutical compounds, contributing to the development of new drugs and therapeutic agents.
Used in Academic and Industrial Research:
3-Bromo-N-ethylbenzamide is employed as a research chemical for exploring its potential applications in different fields, including medicinal chemistry and drug discovery.
Used in the Preparation of Heterocyclic Compounds:
3-Bromo-N-ethylbenzamide is used as a starting material for the preparation of diverse heterocyclic compounds, which are important in various chemical and pharmaceutical applications.

InChI:InChI=1/C9H10BrNO/c1-2-11-9(12)7-4-3-5-8(10)6-7/h3-6H,2H2,1H3,(H,11,12)

Upstream product

• 1711-09-7 3-bromobenzoyl chloride 
• 75-04-7 ethylamine 
• 113948-01-9 3-bromo-N-ethylbenzamide-N-d 
• 153409-85-9 2,5-Dibromo-N-ethylbenzamide 
• 610-71-9 2,5-dibromobenzoic acid 
• 59615-13-3 2,5-Dibromobenzoic acid chloride 
• 585-76-2 m-bromobenzoic acid 
• 557-66-4 ethanamine hydrochloride 

Downstream Products

• 65262-67-1 3-(4-Chloro-3,5-dimethyl-phenoxy)-N-ethyl-benzamide 
• 65262-23-9 N-Aethyl-3-(2-chlorophenoxy)-benzamid 
• 65262-58-0 N-Aethyl-3-(2-methyl-4-chlorophenoxy)-benzamid 
• 65262-76-2 N-ethyl-3-(3-chloro-5-methoxyphenoxy)benzamide 
• 113948-01-9 3-bromo-N-ethylbenzamide-N-d 
• 113948-08-6 C₉H₁₀⁽²⁾HNO 
• 337535-72-5 N-ethyl-4'-[1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl][1,1'-biphenyl]-3-carboxamide 

Relevant articles and documents

1-substituted phenyl-1-(1h-imidazol-4-yl) alcohols, process for producing the same and use thereof

To provide a composition having a steroid C17,20-lyase inhibitory activity and useful as an agent for the prophylaxis or treatment of prostatism and tumors such as breast cancer. A compound represented by the formula: wherein R is a hydrogen atom or a protecting group, R1is a lower alkyl group or a cyclic hydrocarbon group, R2is an aromatic hydrocarbon group optionally having substituents or an aromatic heterocyclic group optionally having substituents, R3is a hydrocarbon group optionally having substituents, a hydroxyl group optionally having substituents, a thiol group optionally having substituents, an amino group optionally having substituents, an acyl group or a halogen atom, and n is an integer of 0 to 4, and a salt thereof have a steroid C17,20-lyase inhibitory activity, and are useful as an agent for the pophylaxis or treatment of prostatism and tumors such as beast cancer and the like.

Selectivities in Reactions of Organolithium Reagents with Aryl Bromides Which Bear Proton-Donating Groups

Studies of substrates which offer an acidic hydrogen and an aryl bromide for reaction with an organolithium reagent have been carried out with a series of benzene bromo amides and bromo anilides as well as selected benzene bromo carboxylic acids, bromoanilines, and bromobenzylamines.A representative example is the reaction of N-ethyl-N-deutero-o-bromobenzamide (6-d) with 1-lithio-3-phenylpropane to give N-ethyl-o-deuterobenzamide (46percent, 94percent-d) (7-d), N-ethyl-o-bromobenzamide (6) (49percent), 3-deutero-1-phenylpropane (51percent, 92percent-d), and 1-bromo-3-phenylpropane (48percent).Product formation in this and related cases is explained by the operation of a two step sequence in which an initial deprotonation is followed by a bromine-lithium exchange which is accelerated with respect to mixing.Such a sequence is consistent with the results of deuterium labeling and with changes in product ratios on different mixing and with differently aggregated organolithium reagents.Support is provided for the operation of two pathways for the expedited bromine-lithium exchange reactions.In one pathway a high local concentration of the organolithium reagent promotes rapid reaction and in the second the exchange reaction occurs within an initially formed complex.The selectivity for removal of a bromine ortho to a lithiated carboxamide is found to be 5-8 with n-butyllithium, and satisfactory synthetic ortho selectivity is obtained for N-ethyl-2,5-dibromobenzamide with phenyllithium.

Does Formal Intramolecular Transfer of an Acidic Deuterium to a Site of Halogen-Lithium Exchange Show That Lithium-Halogen Exchange Is Faster than Loss of the Acidic Deuterium? Evidence in Favor of an Alternative Mechanism

Reactions in which there is formal intramolecular transfer of an acidic deuterium to a site of halogen-lithium exchange could be interpreted to show that initial halogen-lithium exchange occurs faster than loss of the acidic deuterium.However studies of the competition between halogen-metal-deuterium exchange and deuterium loss for N-deuterio-N-alkyl-o, -m, and -p-halobenzimides are not consistent with that mechanism.We suggest an alternative in which initial loss of the acidic deuterium is followed by halogen-lithium exchange to give a dilithiated intermediate.Deuterium transfer to the site of halogen-lithium exchange then occurs by reaction of the dilithiated species intermolecularly with unreacted N-deuteriated amide.The halogen-lithium exchange is faster than complete mixing of the reactants and can occur either in an initially formed deprotonated complex or in a transient high local concentration of organolithium reagent.Evidence for both possibilities is provided.Two reactions from the literature in which halogen-lithium exchange appears to be faster than transfer of an acidic hydrogen have been reinvestigated and found to be interpretable in terms of similar sequences.