96-72-0

Basic information

• Product Name: 2-CHLORO-5-NITROBENZENESULFONAMIDE
• Synonyms: NSC 105711;2-CHLORO-5-NITROBENZENESULFONAMIDE;2-chloro-5-nitrobenzenesulphonamide;2-CHLORO-5-NITROBENZENESULFONAMIDE 98%;4-NITROCHLOROBENZENE-2-SULFONAMIDE;2-CHLORO-5-NITROBENZ;2-chloro-5-nitrobenzene-1-sulfonaMide
• CAS NO: 96-72-0
• Molecular Formula: C₆H₅ClN₂O₄S
• Molecular Weight: 236.63
• EINECS: 202-527-3
• Product Categories: Benzene derivates;Aromatics;Heterocycles
• Mol File: 96-72-0.mol
• Article Data: 32

Chemical Properties

• Melting Point: 180-183°C
• Boiling Point: 435.183 °C at 760 mmHg
• Flash Point: 216.991 °C
• Appearance: white solid
• Density: 1.664 g/cm³
• Vapor Pressure: 8.93E-08mmHg at 25°C
• Refractive Index: 1.621
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Dichloromethane, Ethyl Acetate, Methanol
• CAS DataBase Reference: 2-CHLORO-5-NITROBENZENESULFONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-5-NITROBENZENESULFONAMIDE(96-72-0)
• EPA Substance Registry System: 2-CHLORO-5-NITROBENZENESULFONAMIDE(96-72-0)

Safety Data

• Hazardous Substances Data: 96-72-0(Hazardous Substances Data)

Usage

Description

2-Chloro-5-nitrobenzenesulfonamide, with the chemical formula C6H5ClN2O4S, is an organic compound characterized by a white solid appearance. It is known for its potential applications in various fields of organic synthesis, making it a valuable intermediate in the production of different chemical entities.

Uses

Used in Organic Synthesis:
2-Chloro-5-nitrobenzenesulfonamide is used as a synthetic intermediate for the production of various organic compounds. Its unique structure, featuring a chloro and nitro group attached to a benzene ring, allows it to participate in a range of chemical reactions, facilitating the synthesis of target molecules with specific properties and applications.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 2-Chloro-5-nitrobenzenesulfonamide is utilized as a building block for the development of new drugs. Its reactivity and functional groups make it suitable for the synthesis of active pharmaceutical ingredients (APIs) that can address various medical conditions and therapeutic areas.
Used in Chemical Research:
2-Chloro-5-nitrobenzenesulfonamide also serves as a valuable research tool in the field of chemistry. It is employed in academic and industrial laboratories to study reaction mechanisms, explore new synthetic routes, and develop innovative methodologies for the preparation of complex organic molecules.
Used in Agrochemicals:
In the agrochemical industry, 2-Chloro-5-nitrobenzenesulfonamide is used as a precursor in the synthesis of various agrochemical products, such as pesticides and herbicides. Its contribution to the development of these products helps in enhancing crop protection and ensuring food security.
Used in Dye and Pigment Industry:
2-Chloro-5-nitrobenzenesulfonamide also finds application in the dye and pigment industry, where it is used as an intermediate for the synthesis of various dyes and pigments. These dyes and pigments are then utilized in a wide range of applications, including textiles, plastics, and printing inks, to impart color and enhance visual appeal.

InChI:InChI=1/C6H5ClN2O4S/c7-5-2-1-4(9(10)11)3-6(5)14(8,12)13/h1-3H,(H2,8,12,13)

Upstream product

• 4533-95-3 5-nitro-2-chlorobenzenesulfonyl chloride 
• 6283-25-6 H₂NC₆H₃(Cl)NO₂ 
• 7790-94-5 chlorosulfonic acid 
• 100-00-5 4-chlorobenzonitrile 
• 96-73-1 2-chloro-5-nitro-benzenesulfonic acid 
• 946-30-5 2-chloro-5-nitrobenzenesulphonic acid sodium salt 

Downstream Products

• 861062-46-6 2-(4-acetylamino-phenylsulfanyl)-5-nitro-benzenesulfonic acid amide 
• 127781-62-8 5-Nitro-2-piperidino-benzolsulfonamid 
• 127781-64-0 5-Nitro-2-(1-perhydroazocinyl)-benzolsulfonamid 
• 127781-63-9 5-Nitro-2-(1-perhydroazepinyl)-benzolsulfonamid 
• 16611-57-7 2-Dimethylamino-5-nitro-benzolsulfonamid 
• 127781-66-2 2-Diethylamino-5-nitro-benzolsulfonamid 
• 127781-65-1 2-(2-Methyl-1-piperidinyl)-5-nitro-benzolsulfonamid 
• 356041-30-0 2-(3'-methylphenylamino)-5-nitrobenzene sulfonamide 
• 54734-85-9 2-amino-5-nitrobenzenesulfonamide 
• 899790-35-3 2-(4-methylphenoxy)-5-nitrobenzenesulfonamide 
• 899790-25-1 2-(2,5-dimethylphenylamino)-5-nitrobenzenesulfonamide 
• 899790-24-0 2-(3-methyl-4-bromophenylamino)-5-nitrobenzenesulfonamide 
• 899790-17-1 2-(cyclohexylamino)-5-nitrobenzenesulfonamide 
• 899790-30-8 2-(4-methylphenylamino)-5-nitrobenzenesulfonamide 

Relevant articles and documents

Design, Synthesis,In VitroandIn VivoCharacterization of Selective NKCC1 Inhibitors for the Treatment of Core Symptoms in down Syndrome

Intracellular chloride concentration [Cl-]iis defective in several neurological disorders. In neurons, [Cl-]iis mainly regulated by the action of the Na+-K+-Cl-importer NKCC1 and the K+-Cl-exporter KCC2. Recently, we have reported the discovery of ARN23746 as the lead candidate of a novel class of selective inhibitors of NKCC1. Importantly, ARN23746 is able to rescue core symptoms of Down syndrome (DS) and autism in mouse models. Here, we describe the discovery and extensive characterization of this chemical class of selective NKCC1 inhibitors, with focus on ARN23746 and other promising derivatives. In particular, we present compound 40 ( ARN24092 ) as a backup/follow-up lead within vivoefficacy in a mouse model of DS. These results further strengthen the potential of this new class of compounds for the treatment of core symptoms of brain disorders characterized by the defective NKCC1/KCC2 expression ratio.

Controllable Soil Degradation Rate of 5-Substituted Sulfonylurea Herbicides as Novel AHAS Inhibitors

Chlorsulfuron has been applied in wheat fields as a recognized herbicide worldwide, yet it was officially banned in China since 2014 for its soil persistence problem. On the basis of our previous research that 5-dimethylamino distinctively accelerated degradation rate in soils, a modified amino moiety (Ia-c) and monosubstituted amino group (Id-e) were introduced onto the fifth position of the benzene ring in sulfonylurea structures, as well as heterocyclic amino substituents (If-g) to seek a suitable soil degradation rate during such an in situ crop rotation system. Referring to the biological data and ScAHAS inhibition and ScAHAS docking results, they turned out to be AHAS inhibitors with high potent herbicidal activities. The various influence on soil degradation rate along with crop safety indicated that different substituents on the fifth position have exerted an apparent impact. Their united study of structure-activity-safety-degradation relationship has great potential to provide valuable information for further development of eco-friendly agrochemicals.

Research on controllable degradation of sulfonylurea herbicides

In order to seek ecologically safer and environmentally benign sulfonylurea herbicides (SU), insight into the structure/bioassay/soil degradation tri-factor relationship was first established. With the introduction of various groups (alkyl, nitro, halogen, cyano etc.) at the 5th position of its benzene ring, structural derivatives of chlorsulfuron were designed, synthesized, and evaluated for their herbicidal activity. The structures of the title compounds were confirmed by infrared spectroscopy, ultraviolet spectroscopy, 1H and 13C NMR, mass spectrometry, elemental analysis and X-ray diffraction. Bioassay results confirmed that most derivatives retained their superior herbicidal activities in comparison with chlorsulfuron. After investigating the soil degradation behavior of each molecule under set conditions, it was found that structures with electron-withdrawing substituents at the 5th position of the benzene ring retained their long degradation half-lives, yet the introduction of electron-donating substituents accelerated the degradation rate. These results will provide a valuable clue to further explore the potential controllable degradation of SU and other herbicides, and to discover novel herbicides that are favorable for environmentally and ecologically sustainable development.