127580-92-1

Basic information

• Product Name: 4-(4-BROMOBENZOYL) MORPHOLINE
• Synonyms: 4-(4-BROMOBENZOYL) MORPHOLINE;(4-Bromophenyl)(morpholin-4-yl)methanone;(4-Bromophenyl)(morpholino)methanone;4-(Morpholine-4-carbonyl)bromobenzene
• CAS NO: 127580-92-1
• Molecular Formula: C₁₁H₁₂BrNO₂
• Molecular Weight: 270.12
• Product Categories: blocks;Bromides;Carboxes
• Mol File: 127580-92-1.mol
• Article Data: 57

Chemical Properties

• Boiling Point: 398.7 °C at 760 mmHg
• Flash Point: 194.9 °C
• Appearance: /
• Density: 1.486 g/cm³
• Vapor Pressure: 1.45E-06mmHg at 25°C
• Refractive Index: 1.585
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -1.73±0.20(Predicted)
• CAS DataBase Reference: 4-(4-BROMOBENZOYL) MORPHOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-BROMOBENZOYL) MORPHOLINE(127580-92-1)
• EPA Substance Registry System: 4-(4-BROMOBENZOYL) MORPHOLINE(127580-92-1)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• Hazardous Substances Data: 127580-92-1(Hazardous Substances Data)

Usage

General Description

4-(4-Bromobenzoyl) Morpholine is a synthetic organic compound that belongs to the class of chemical entities known as morpholines. It is structurally characterized by the presence of a morpholine ring substituted at the 4-position by a 4-Bromobenzoyl group. The morpholine ring in 4-(4-Bromobenzoyl) Morpholine provides basicity and polar character, which can enhance the solubility and bioavailability of certain pharmaceutical agents. The bromobenzoyl substituent adds to its potential as an intermediate in organic synthesis, potentially enabling the production of various chemical compounds for commercial, pharmaceutical, or research purposes. However, it’s crucial to note that while this compound may have potential applications, there might be safety and health concerns associated with its handling and use. There is limited available information about the specific properties, toxicity, and uses of this compound.

InChI:InChI=1/C11H12BrNO2/c12-10-3-1-9(2-4-10)11(14)13-5-7-15-8-6-13/h1-4H,5-8H2

Upstream product

• 61750-21-8 4-(4-Bromothiobenzoyl)morpholine 
• 1696-20-4 4-acetylmorpholine 
• 106-37-6 1.4-dibromobenzene 
• 110-91-8 morpholine 
• 586-76-5 4-Bromobenzoic acid 
• 1122-91-4 4-bromo-benzaldehyde 
• 586-75-4 4-chlorobenzoyl chloride 
• 619-42-1 4-methoxycarbonylphenyl bromide 
• 15159-40-7 4-morpholinocarbonyl chloride 
• 148651-39-2 (4-bromophenyl)zinc iodide 
• 4394-85-8 4-morpholinecarboxaldehyde 
• 873-75-6 4-bromobenzenemethanol 
• 201230-82-2 carbon monoxide 
• 589-87-7 1,4-bromoiodobenzene 

Downstream Products

• 1215169-46-2 (4-bromophenyl)-(3-methoxythiophen-2-yl)methanone 
• 1354349-41-9 (4-(2-benzoylbenzofuran-3-yl)phenyl)(morpholino)-methanone 
• 1413064-54-6 5-[4-(morpholine-4-carbonyl)-phenylamino]-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazole-4-carbonitrile 
• 1432450-87-7 (4-(4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)-quinazolin-6-yl)phenyl)(morpholino)methanone 
• 58287-80-2 4-[(morpholin-4-yl)carbonyl]benzaldehyde 
• 1437785-89-1 C₁₉H₂₀N₂O₃ 
• 1593267-94-7 3-(4-(tert-butyl)phenyl)-1-(4-(morpholine-4-carbonyl)phenyl)prop-2-yn-1-one 
• 1631984-97-8 N-benzyl-N-cyano-4-(morpholine-4-carbonyl)benzamide 

Relevant articles and documents

A two-step continuous flow synthesis of amides from alcohol using a metal-free catalyst

Metal-free oxidative amination of aromatic alcohols in the presence of TBHP provides convenient access to amides in 86-96% yield under mild reaction conditions within 15 min in a two-step continuous flow reactor system. This method avoids expensive transition metal catalysts and integrates alcohol oxidation and amide bond formation, which are usually accomplished separately, into a single operation.

Metal-free n-Bu4NI-catalyzed direct synthesis of amides from alcohols and N,N-disubstituted formamides

A facile and efficient protocol for the synthesis of amides has been developed in the absence of transition metals. The reaction was performed with a catalytic amount of n-Bu4NI and aqueous TBHP as an oxidant. Various alcohols with N,N-disubstituted formamides were examined to furnish the desired products in good yields.

Preparation of N,N-dimethyl aromatic amides from aromatic aldehydes with dimethylamine and iodine reagents

Various N,N-dimethyl aromatic amides were obtained in good to moderate yields by the reaction of aromatic aldehydes with aqueous dimethylamine in the presence of molecular iodine or 1,3-diiodo-5,5-dimethylhydantoin (DIH) at room temperature. Under the same conditions and using the same procedure, treatment of aromatic aldehydes and morpholine in the presence of DIH also provided the corresponding N-aroyl morpholines in good to moderate yields. Georg Thieme Verlag Stuttgart · New York.

Diverse functionalization of aryl halides mediated by bis(phenylsulfonyl)methane

A palladium-catalyzed coupling reaction of bis(phenylsulfonyl)methane and aryl halides was developed. A variety of bis(phenylsulfonyl)methyl arenes were prepared in good yields. The transformations of bis(phenylsulfonyl)methyl to methyl, trideuteriomethyl, ethyl, carboxyl, and other functional groups were demonstrated. The results provided a new approach to diverse functionalization of aryl halides.

N -Heterocyclic carbene (NHC) catalyzed amidation of aldehydes with amines via the tandem N -hydroxysuccinimide ester formation

A facile method for the amidation of aldehydes by a cascade approach was developed. This methodology, reported for the first time, uses a N-heterocyclic carbene (NHC) as the catalyst, and N-hydroxysuccinimide (NHS) mediated synthesis of amides utilising TBHP as the oxidant. Various substituted aldehydes reacted smoothly with NHS giving the corresponding active esters in moderate to good yields, which facilely converted into amides in one pot. In addition, the drug moclobemide was synthesized to represent the practical utility of the developed methodology. This journal is

NaI-mediated oxidative amidation of benzyl alcohols/aromatic aldehydes to benzamides via electrochemical reaction

In this research, we have developed a mild electrochemical process for oxidative amidation of benzyl alcohols/aromatic aldehydes with cyclic amines into the corresponding benzamides. This electroorganic synthetic method proceeds using NaI as a redox mediator under ambient temperature in undivided cell, providing more than 25 examples of amide products in moderate to good yields. The benefits of this reaction include one-pot synthesis, open air condition, proceed in aqueous media and no requirement of external conducting salt, base and oxidant.