20821-91-4

Basic information

• Product Name: N-(2-benzoyl-4-nitrophenyl)-2-chloroacetamide
• Synonyms: N-(2-benzoyl-4-nitrophenyl)-2-chloroacetamide;Einecs 244-062-9;2-(2-ChloroacetaMido)-5-nitrobenzophenone
• CAS NO: 20821-91-4
• Molecular Formula: C₁₅H₁₁ClN₂O₄
• Molecular Weight: 318.71184
• EINECS: 244-062-9
• Mol File: 20821-91-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 176 °C(Solv: ethanol (64-17-5))
• Boiling Point: 581 °C at 760 mmHg
• Flash Point: 305.2 °C
• Appearance: /
• Density: 1.423 g/cm³
• Vapor Pressure: 1.72E-13mmHg at 25°C
• Refractive Index: 1.65
• PKA: 11.10±0.70(Predicted)
• CAS DataBase Reference: N-(2-benzoyl-4-nitrophenyl)-2-chloroacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-benzoyl-4-nitrophenyl)-2-chloroacetamide(20821-91-4)
• EPA Substance Registry System: N-(2-benzoyl-4-nitrophenyl)-2-chloroacetamide(20821-91-4)

Safety Data

• Hazardous Substances Data: 20821-91-4(Hazardous Substances Data)

Usage

Description

N-(2-Benzoyl-4-nitrophenyl)-2-chloroacetamide is an organic compound with the molecular formula C15H10ClN2O4. It is a derivative of chloroacetamide, featuring a benzoyl group and a nitrophenyl group attached to the nitrogen atom. N-(2-Benzoyl-4-nitrophenyl)-2-chloroacetamide is characterized by its potential reactivity and utility in various chemical reactions.

Uses

Used in Chemical Synthesis:
N-(2-Benzoyl-4-nitrophenyl)-2-chloroacetamide is used as a chemical reagent for the synthesis of nitropenzophenone derivatives. Its unique structure allows it to participate in a range of chemical reactions, making it a valuable component in the preparation of various organic compounds, particularly those with pharmaceutical or industrial applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, N-(2-Benzoyl-4-nitrophenyl)-2-chloroacetamide may be utilized as an intermediate in the development of new drugs. Its ability to form nitropenzophenone derivatives can be exploited to create novel molecules with potential therapeutic properties.
Used in Research and Development:
N-(2-Benzoyl-4-nitrophenyl)-2-chloroacetamide is also used in research and development settings, where it can serve as a starting material or a building block for the creation of more complex molecules. Its reactivity and structural features make it a useful tool for exploring new chemical pathways and synthesizing innovative compounds with potential applications in various fields.

InChI:InChI=1/C15H11ClN2O4/c16-9-14(19)17-13-7-6-11(18(21)22)8-12(13)15(20)10-4-2-1-3-5-10/h1-8H,9H2,(H,17,19)

Upstream product

• 79-04-9 chloroacetyl chloride 
• 1775-95-7 2-amino-5-nitrobenzophenone 

Downstream Products

• 76895-82-4 N,N'-methylenebis<3-(2'-benzoyl-4-nitro)phenyl>-4-imidazolidin 
• 146-22-5 nitrazepam 
• 578700-80-8 N-(2-benzoyl-4-nitrophenyl)-2-(4-methyl-1-piperazinyl)acetamide 
• 70890-72-1 7-{(E)-[(4-nitrophenyl)methylidene]amino}-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one 
• 70890-76-5 7-[(E)-{[4-(dimethylamino)phenyl]methylidene}amino]-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one 

Relevant articles and documents

Microwave-assisted synthesis, in silico ADME prediction and antibacterial study of 2-(substituted acetamido)-5-nitrobenzophenone derivatives

A series of novel 2-amino-5-nitrobenzophenone derivatives (3-10) were synthesized and characterized by IR, 1H NMR and CHN elemental studies. All the synthesized compounds were subjected to in silico ADME predictions for determination for drug like properties. The values of physico-chemical parameters like molecular weight, nON value, nOHNH value, n-violations and the number of rotatable bonds of all the synthesized compounds also lies between the ranges that are required for good bioavailability. The synthesized compounds were tested for their in vitro antibacterial activity against the Gram-positive (Staphylococcus aureus) and Gram-negative (Escherichia coli) bacteria. Among all the compounds synthesized compounds 4, 9, 10 have shown the maximum antibacterial activity in their group whereas compounds 3, 6, 8 have shown the minimum antibacterial activity.

Preparation method of 2-chloracetylamino-5-nitro benzophenone

The invention provides a preparation method of 2-chloracetylamino-5-nitro benzophenone. The method comprises: taking 2-amino-5-nitro benzophenone and chloroacetyl chloride as raw materials, and performing an acylation reaction in an organic solvent for 1-3.5 h, wherein the acylation reaction is carried out in a reflux condition, the raw material ratio of 2-amino-5-nitro benzophenone to chloroacetyl chloride to the organic solvent is 50 g to (16-48.5) ml to (1000-2000) ml, and the organic solvent is a mixed solvent of cyclohexane and toluene with the volume ratio of cyclohexane to toluene being 1:1-2; and after the acylation reaction is finished, reducing the temperature to the room temperature, performing filtration, washing the obtained filter residue with water till the filter residue is neutral, and performing drying to obtain 2-chloracetylamino-5-nitro benzophenone. Compared with a preparation method in the prior art, the preparation method is reasonable in processing step design, good in operability, and less in by-products. The obtained product is high in purity and yield, and the method can meet industrial application requirements.