2015-19-2

Basic information

• Product Name: 5-Amino-2-chlorobenzenesulfonamide
• Synonyms: 4-CHLOROANILINE-3-SULFONAMIDE;4-CHLOROANILINE-3-SULPHONAMIDE;5-AMINO-2-CHLOROBENZENESULFONAMIDE;5-amino-2-chlorobenzenesulphonamide;4-Chloroaniline-3-sulfonamid;5-azanyl-2-chloro-benzenesulfonamide;2-Chloro-5-aMinobenzenesulfonaMide;3-AMinosulfonyl-4-chloroaniline
• CAS NO: 2015-19-2
• Molecular Formula: C₆H₇ClN₂O₂S
• Molecular Weight: 206.65
• EINECS: 217-943-0
• Product Categories: Aromatics Compounds;Aromatics;Heterocycles;Amines;Sulfur & Selenium Compounds
• Mol File: 2015-19-2.mol
• Article Data: 8

Chemical Properties

• Melting Point: 169-171°C
• Boiling Point: 454.5°Cat760mmHg
• Flash Point: 228.7°C
• Appearance: Light Browm Solid
• Density: 1.558
• Vapor Pressure: 1.89E-08mmHg at 25°C
• Refractive Index: 1.637
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: DMSO, Ethyl Acetate, Methanol
• PKA: 9.92±0.60(Predicted)
• CAS DataBase Reference: 5-Amino-2-chlorobenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Amino-2-chlorobenzenesulfonamide(2015-19-2)
• EPA Substance Registry System: 5-Amino-2-chlorobenzenesulfonamide(2015-19-2)

Safety Data

• Hazardous Substances Data: 2015-19-2(Hazardous Substances Data)

Usage

Chemical Properties

Light Browm Solid

InChI:InChI=1/C6H7ClN2O2S/c7-5-2-1-4(8)3-6(5)12(9,10)11/h1-3H,8H2,(H2,9,10,11)

Upstream product

• 96-72-0 2-chloro-5-nitrobenzenesulfonamide 
• 96-73-1 2-chloro-5-nitro-benzenesulfonic acid 
• 946-30-5 2-chloro-5-nitrobenzenesulphonic acid sodium salt 
• 100-00-5 4-chlorobenzonitrile 
• 4533-95-3 5-nitro-2-chlorobenzenesulfonyl chloride 
• 6283-25-6 H₂NC₆H₃(Cl)NO₂ 

Downstream Products

• 145389-81-7 N-(4-chloro-3-sulfamoylphenyl)-2-nitroethyleneamine 
• 87739-63-7 2-Chloro-5-(4,6-diamino-2,2-dimethyl-2H-[1,3,5]triazin-1-yl)-benzenesulfonamide; hydrochloride 
• 145389-82-8 N-(4-chloro-3-sulfamoylphenyl)ethylenediamine 
• 1370347-13-9 2-chloro-N-(4-chloro-3-sulfamoylphenyl)propanamide 
• 1370347-16-2 N-(4-chloro-3-sulfamoylphenyl)-2,2,3,3,4,4,4-heptafluorobutanamide 
• 1370347-19-5 N-(4-chloro-3-(N-(4-methylpyrimidin-2 ylcarbamoyl)sulfamoyl)phenyl)acetamide 
• 1370347-20-8 2-chloro-N-(4-chloro-3-(N-(4-methylpyrimidin-2-ylcarbamoyl)sulfamoyl)phenyl)acetamide 
• 1370347-21-9 N-(4-chloro-3-(N-(4-methylpyrimidin-2-ylcarbamoyl)sulfamoyl)phenyl)isobutyramide 
• 1370347-22-0 N-(4-chloro-3-(N-(4-methylpyrimidin-2-ylcarbamoyl)sulfamoyl)phenyl)cyclopropanecarboxamide 
• 1370347-23-1 N-(4-chloro-3-(N-(4-methylpyrimidin-2-ylcarbamoyl)sulfamoyl)phenyl)pivalamide 
• 1370347-24-2 N-(4-chloro-3-(N-(4-methylpyrimidin-2-ylcarbamoyl)sulfamoyl)phenyl)acrylamide 
• 1370347-25-3 2-chloro-N-(4-chloro-3-(N-(4-methylpyrimidin-2-ylcarbamoyl)sulfamoyl)phenyl)propanamide 
• 1370347-26-4 2-(4-chloro-3-(N-(4-methylpyrimidin-2-ylcarbamoyl)sulfamoyl)phenylamino)-2-oxoethyl acetate 
• 1370347-27-5 ethyl 2-(4-chloro-3-(N-(4-methylpyrimidin-2-ylcarbamoyl)sulfamoyl)phenylamino)-2-oxoacetate 

Relevant articles and documents

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 the controllable degradation of: N -methylamido and dialkylamino substituted at the 5thposition of the benzene ring in chlorsulfuron in acidic soil

Owing to the lengthy residual problems associated with chlorsulfuron, metsulfuron-methyl, and ethametsulfuron, which prevents them from being used in the "annual multi-crop planting system", the application of these sulfonylurea herbicides (SU) has regrettably been terminated in China since 2014. In this field, we were the first to discover that the 5th position of the benzene ring in chlorsulfuron is a key point for influencing its degradation rate and the amino moiety at this position showed faster degradation rates and maintained their original potent bioactivity. In this study, we further elaborated on N-methylamido and dialkylamino substituents at the same position in chlorsulfuron to obtain 18 novel structures as M and N series. Their half-life degradation (DT50) values were faster, to varying degrees, than chlorsulfuron in acidic soil. It was found that most of the titled structures also retained their potent herbicidal activity and the crop safety of the M series towards corn greatly increased. Based on these data, a comprehensive graph describing the structure/degradation relationship was established first. Relating to the new molecules, their herbicidal activity (A), degradation rates (D), and crop safety (S) relationship were correlated and we used this approach to predict and explore the most preferable molecule, which coincided to the corresponding experimental data. The new concept of controllable degradation will provide us with more insight when searching for new ecological bioactive molecules in the future.

Controllable Effect of Structural Modification of Sulfonylurea Herbicides on Soil Degradation

The study of soil degradation behaviors of sulfonylurea herbicides in relation to their different structural attributes is utmost important for us to comprehend the development of new eco-friendly herbicides. It is postulated that the structural modification of the chemical structures could influence their degradation rates in soil. Nine devised structures were synthesized to study their herbicidal activity as well as their soil degradation behaviors respectively. The novel compounds I-3–I-7 were characterized by UV,1H NMR and13C NMR, MS and EA. Bioassays indicated that most of target compounds displayed superior herbicidal activities in comparison with Chlorsulfuron. Soil degradation results further confirmed our previous assumption that the introduction of electron-donating substituents at 5thposition of the benzene ring distinctly increased their degradation rates, among which dimethylamino and diethylamino groups can adjust the degradation rate to a more favorable status.