712-33-4

Basic information

• Product Name: N-{3-chloro-4-nitrophenyl}acetamide
• Synonyms: N-{3-chloro-4-nitrophenyl}acetamide;3'-Chloro-4'-nitroacetanilide;N-(4-Nitro-3-chlorophenyl)acetamide;N-(3-Chloro-4-nitrophenyl)acetamide, 4-Acetamido-2-chloronitrobenzene
• CAS NO: 712-33-4
• Molecular Formula: C₈H₇ClN₂O₃
• Molecular Weight: 214.60578
• Mol File: 712-33-4.mol

Chemical Properties

• Melting Point: 145 °C(Solv: benzene (71-43-2))
• Boiling Point: 428.3 °C at 760 mmHg
• Flash Point: 212.8 °C
• Appearance: /
• Density: 1.466 g/cm³
• Vapor Pressure: 1.53E-07mmHg at 25°C
• Refractive Index: 1.628
• PKA: 13.24±0.70(Predicted)
• CAS DataBase Reference: N-{3-chloro-4-nitrophenyl}acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-{3-chloro-4-nitrophenyl}acetamide(712-33-4)
• EPA Substance Registry System: N-{3-chloro-4-nitrophenyl}acetamide(712-33-4)

Safety Data

• Hazardous Substances Data: 712-33-4(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
N-3-chloro-4-nitrophenylacetamide is used as an intermediate in organic synthesis for the production of various organic compounds. Its unique chloro-nitro substituted phenyl group allows for versatile chemical reactions, making it a valuable building block in the synthesis of complex organic molecules.
Used in Pharmaceutical Research:
In pharmaceutical research, N-3-chloro-4-nitrophenylacetamide is used as a starting material or a precursor in the development of new pharmaceuticals. Its potential biological activities and pharmacological properties make it a promising candidate for drug discovery and design.
Used in the Production of Pharmaceuticals:
N-3-chloro-4-nitrophenylacetamide may have applications in the production of various pharmaceuticals. Its unique structure and properties can be leveraged to create new drugs with specific therapeutic effects.
Used in Agrochemicals:
This chemical compound may also find use in the development of agrochemicals, such as pesticides and herbicides. Its potential biological activities could be harnessed to create effective and targeted agrochemicals for agricultural applications.
Safety Considerations:
It is important for researchers and chemists to handle N-3-chloro-4-nitrophenylacetamide with care, as it may pose health and environmental risks. Proper safety measures should be taken to minimize exposure and ensure the safe handling and disposal of this chemical compound.

InChI:InChI=1/C8H7ClN2O3/c1-5(12)10-6-2-3-8(11(13)14)7(9)4-6/h2-4H,1H3,(H,10,12)

Upstream product

• 588-07-8 3-Chloroacetanilide 
• 825-41-2 3-chloro-4-nitroaniline 
• 75-36-5 acetyl chloride 
• 108-42-9 3-chloro-aniline 
• 124-38-9 carbon dioxide 
• 108-24-7 acetic anhydride 

Downstream Products

• 825-41-2 3-chloro-4-nitroaniline 
• 16604-99-2 4-amino-3-chloronitroacetanilide 
• 13272-12-3 3-(1-piperidinyl)-4-nitroacetanilide 
• 146139-80-2 3-(2,4-difluorophenoxy)-4-nitroacetanilide 
• 88914-67-4 3'-(dimethylamino)-4'-nitroacetanilide 
• 88413-23-4 3-(diethylamino)-4-nitroacetanilide 
• 88413-26-7 3-(methylamino)-4-nitroacetanilide 
• 102940-79-4 N-[3-(Benzyl-methyl-amino)-4-nitro-phenyl]-acetamide 
• 26947-54-6 5-acetylamino-1-methyl-1H-benzotriazole 
• 88413-07-4 3-(methamine)-4-nitro-N-(methylsulfonyl)benzenamine 
• 88914-75-4 3-(N-benzylmethylamino)-4-nitroaniline 
• 88914-77-6 N-(4-Amino-3-methylamino-phenyl)-methanesulfonamide 
• 88914-76-5 N-[3-(Benzyl-methyl-amino)-4-nitro-phenyl]-methanesulfonamide 
• 88913-48-8 N-[4-(3-Methyl-acridin-9-ylamino)-3-methylamino-phenyl]-methanesulfonamide; hydrochloride 

Relevant articles and documents

Transition-metal-free mono- or dinitration of protected anilines

An amide-assisted arene nitration is presented, and both mono- and dinitration of protected anilines could be effected by using NaNO2 and NaNO3 as the mono- and bisnitrating agents, respectively. This divergent synthesis is transition-metal- and acid-free, and features a broad substrate scope, low cost, and ortho–para selectivity.

PYRAZOLO[1,5a]PYRIMIDINE DERIVATIVES AS IRAK4 MODULATORS

Compounds of the formula I or II: wherein X, m, Ar, R1 and R2 are as defined herein. The subject compounds are useful for treatment of IRAK-mediated conditions.

Synthesis of mono-substituted derivatives of 6-aminoquinoline

Several 6-aminoquinoline derivatives, which could be used in drug design, have been synthesized. The reaction conditions were comparatively studied, and the p-chloroaniline was used as optimum oxidant in Skraup-Doebner-Von Miller reaction. The nitro group was reduced effectively by SnCl2 with no halo-removed occurred.

BENZIMIDAZOLECARBOXAMIDES AS INHIBITORS OF FAK

This invention relates to benzimadolecarboxamides of formula (I) which are inhibitors of focal adhesion kinase, and as such are useful for treating proliferative diseases

Spectral tuning of azobenzene photoswitches for biological applications

Longer switching wavelengths and good photochemical yields and stabilities of the cis isomers in reducing aqueous environments are achieved by introducing 2,2 -aminoalkyl substituents into 4,4 - diamido-substituted azobenzenes. The products are thus suita

Nitric acid in the presence of P2O5 supported on silica gel - A useful reagent for nitration of aromatic compounds under solvent-free conditions

A variety of aromatic compounds are nitrated to parent nitro aromatic compounds under solvent-free conditions using 65% nitric acid in the presence of P2O5 supported on silica gel is described. This methodology is useful for nitration of activated and deactivated aromatic rings.

A fast and mild method for nitration of aromatic rings

The use of benzyltriphenylphosphonium nitrate (PhCH2Ph 3P+NO3-) (BTPPN) as a useful reagent for nitration aromatic compounds in the presence of methanesulfonic anhydride under solvent-free conditions is described. This methodology is useful for nitration of activated aromatic rings.

Ozone-mediated Reaction of Anilides and Phenyl Esters with Nitrogen Dioxide: Enhanced Ortho-reactivity and Mechanistic Implications

In the presence of ozone, anilides 1 can be nitrated rapidly with nitrogen dioxide in chloroform at 0 deg C to give a high proportion of ortho-nitro derivatives (ortho:para = 1.2-4.4) in good yields.The phenyl esters 15 can be similarly nitrated on the aromatic ring without significant cleavage of the ester bond, giving a mixture of isomeric nitro derivatives in which the ortho-isomer predominantes (ortho:para = 1.1-1.5).The oridin of the enhanced ortho reactivity is discussed in terms of an electron-transfer process involving the nitrogen trioxide as initial electrophile.

Anthelmintically active benzenepropanamide derivatives

This invention is directed to a method for treating helminthiasis in an animal which method comprises administering to an animal in need thereof an anthelmintically effective amount of a compound of the Formula (I): STR1 wherein Z is oxygen or sulfur;R 1 is hydrogen or lower alkyl; andR 2, R 3, R 4 and R 5 are independently hydrogen, halo, lower haloalkyl, lower alkoxy, lower haloalkoxy, nitro, cyano, halophenoxy, haloalkylphenoxy, thiocyano or isothiocyano, provided that R 2 and R 3 cannot simultaneously be hydrogen and that R 4 and R 5 cannot simultaneously be hydrogen; or a pharmaceutically acceptable salt thereof, and pharmaceutical compositions formulated therewith. This invention is also directed to novel anthelmintically active benzenepropanamides of Formula (I) wherein Z is oxygen.

Ortho-Selective Nitration of Acetanilides with Nitrogen Dioxide in the Presence of Ozone

In the presence of ozone, nitrogen dioxide rapidly reacts with acetanilides ortho-selectively at low temperatures, giving a high proportion of ortho-nitro derivatives in good yields.