5-Amino-2-chlorobenzenesulfonamide

Base Information

• Chemical Name: 5-Amino-2-chlorobenzenesulfonamide
• CAS No.: 2015-19-2
• Molecular Formula: C6H7 Cl N2 O2 S
• Molecular Weight: 206.653
• Hs Code.: 2935009090
• European Community (EC) Number: 217-943-0
• UNII: Y6X4C839EF
• DSSTox Substance ID: DTXSID10173976
• Nikkaji Number: J30.812I
• Wikidata: Q72434245
• ChEMBL ID: CHEMBL499281
• Mol file: 2015-19-2.mol

Synonyms:5-amino-2-chlorobenzenesulfonamide;2015-19-2;Benzenesulfonamide, 5-amino-2-chloro-;5-Amino-2-chlorobenzenesulphonamide;4-Chloroaniline-3-sulfonamide;2-Chloro-5-aminobenzenesulfonamide;EINECS 217-943-0;C6H7ClN2O2S;Y6X4C839EF;3-Aminosulfonyl-4-chloroaniline;5-amino-2-chlorobenzene-1-sulfonamide;5-amino-2-chloro-benzenesulfonamide;UNII-Y6X4C839EF;CHEMBL499281;SCHEMBL1806726;DTXSID10173976;MFCD00036102;AKOS008115904;SB77444;BS-15892;2-CHLORO-5-AMINOBENZENESULPHONAMIDE;CS-0157052;FT-0661668;EN300-59084;D81724;J-013059;Z359331400

Chemical Property of 5-Amino-2-chlorobenzenesulfonamide

Chemical Property:

• Appearance/Colour: Light Browm Solid
• Vapor Pressure: 1.89E-08mmHg at 25°C
• Melting Point: 169-171°C
• Refractive Index: 1.637
• Boiling Point: 454.5°Cat760mmHg
• PKA: 9.92±0.60(Predicted)
• Flash Point: 228.7°C
• PSA: 94.56000
• Density: 1.558
• LogP: 2.93190
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO, Ethyl Acetate, Methanol
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 205.9916763
• Heavy Atom Count: 12
• Complexity: 249

Purity/Quality:

98%min ^*data from raw suppliers

5-Amino-2-chlorobenzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1N)S(=O)(=O)N)Cl

Technology Process of 5-Amino-2-chlorobenzenesulfonamide

There total 7 articles about 5-Amino-2-chlorobenzenesulfonamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

2-chloro-5-nitrobenzenesulfonamide (96-72-0) → 5-amino-2-chlorobenzenesulfonamide (2015-19-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 50 ℃; for 4h;

DOI:10.1016/j.ejmech.2012.01.011

Reference yield:

5-nitro-2-chlorobenzenesulfonyl chloride (4533-95-3) → 5-amino-2-chlorobenzenesulfonamide (2015-19-2)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonia / water / 10 - 20 °C

2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 50 °C

With palladium 10% on activated carbon; ammonia; hydrogen; In methanol; water;

DOI:10.1016/j.ejmech.2012.01.011

Reference yield:

H2NC6H3(Cl)NO2 (6283-25-6) → 5-amino-2-chlorobenzenesulfonamide (2015-19-2)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium nitrite; hydrogenchloride; acetic acid; sulfur dioxide; copper(l) chloride; copper dichloride / water

2: ammonium hydroxide

3: hydrogenchloride; iron / water

With hydrogenchloride; ammonium hydroxide; sulfur dioxide; iron; acetic acid; copper(l) chloride; copper dichloride; sodium nitrite; In water;

DOI:10.1002/cjoc.201600438

upstream raw materials:

2-chloro-5-nitrobenzenesulfonamide

2-chloro-5-nitro-benzenesulfonic acid

2-chloro-5-nitrobenzenesulphonic acid sodium salt

4-chlorobenzonitrile

Downstream raw materials:

2-chloro-N-(4-chloro-3-sulfamoylphenyl)propanamide

N-(4-chloro-3-sulfamoylphenyl)-2,2,3,3,4,4,4-heptafluorobutanamide

N-(4-chloro-3-(N-(4-methylpyrimidin-2 ylcarbamoyl)sulfamoyl)phenyl)acetamide

2-chloro-N-(4-chloro-3-(N-(4-methylpyrimidin-2-ylcarbamoyl)sulfamoyl)phenyl)acetamide

Refernces

• 1、 -. "TGF-betaR1 inhibitor and application thereof". Paragraph 0922; 0924-0926. . Retrieved 2020/06/09.
• 2、 Hua, Xue-Wen,Chen, Ming-Gui,Zhou, Shaa,Zhang, Dong-Kai,Liu, Ming,Zhou, Sha,Liu, Jing-Bo,Lei, Kang,Song, Hai-Bin,Li, Yong-Hong,Gu, Yu-Cheng,Li, Zheng-Ming. "Research on controllable degradation of sulfonylurea herbicides". . p. 23038 - 23047. Retrieved 2016/03/12.