2,5-diaminobenzene sulfonamide

Base Information

• Chemical Name: 2,5-diaminobenzene sulfonamide
• CAS No.: 20896-44-0
• Molecular Formula: C6H9N3O2S
• Molecular Weight: 187.222
• Hs Code.: 2935009090
• Mol file: 20896-44-0.mol

Synonyms:2,5-Diaminobenzenesulfonamide;

Chemical Property of 2,5-diaminobenzene sulfonamide

Chemical Property:

• Boiling Point: 483.14 °C at 760 mmHg
• PKA: 10.55±0.60(Predicted)
• Flash Point: 245.994 °C
• PSA: 120.58000
• Density: 1.523 g/cm³
• LogP: 2.44190
• Storage Temp.: 2-8°C

Purity/Quality:

98%Min ^*data from raw suppliers

2,5-diaminobenzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,5-diaminobenzene sulfonamide

There total 18 articles about 2,5-diaminobenzene sulfonamide 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: 98.0%

2-amino-5-nitrobenzenesulfonamide (54734-85-9) → 2,5-diaminobenzenesulfonamide (20896-44-0)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In tetrahydrofuran; methanol; at 23 ℃; under 2585.81 Torr; autoclave; Inert atmosphere; Industry scale;

Reference yield: 93.6%

2-benzylamino-5-nitro-benzenesulfonamide (1000313-17-6) → 2,5-diaminobenzenesulfonamide (20896-44-0)

Guidance literature:

With hydrogen; 5%-palladium/activated carbon; In methanol; at 55 ℃; for 16h; under 760.051 Torr; Product distribution / selectivity;

Reference yield:

4-chlorobenzonitrile (100-00-5) → 2,5-diaminobenzenesulfonamide (20896-44-0)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 120 °C

2: ammonium bicarbonate; copper(II) sulfate / 120 °C / Autoclave

3: hydrogen; palladium 10% on activated carbon / tetrahydrofuran / 5 h / 25 °C / 760.05 Torr

With pyridine; palladium 10% on activated carbon; hydrogen; ammonium bicarbonate; copper(II) sulfate; In tetrahydrofuran;

DOI:10.1016/j.bmc.2013.07.001

upstream raw materials:

2-amino-5-nitrobenzenesulfonamide

N-(1,1,3-trioxo-1,2,3,4-tetrahydro-1λ⁶-benzo[1,2,4]thiadiazin-7-yl)methanesulfonamide

2-benzylamino-5-nitro-benzenesulfonamide

2-chloro-5-nitrobenzenesulfonamide

Downstream raw materials:

N-[3-(1-benzyl-1H-indol-3-yl)-1,1-dioxido-4H-1,2,4-benzothiadiazin-7-yl]methansulfonamide

N-(4-(methanesulfonylamino)-2-sulfamoyl-phenyl)malonamic acid ethyl ester

N-(4-methanesulfonylamino-2-sulfamoylphenyl)malonamic acid methyl ester

N-{3-[(1R,2S,7R,8S)-3-(4-fluoro-benzyl)-6-hydroxy-4-oxo-3-aza-tricyclo[6.2.1.0(2,7)]undec-5-en-5-yl]-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-7-yl}methanesulfonamide

Refernces

• 1、 Dragovich, Peter S.,Murphy, Douglas E.,Tran, Chinh V.,Ruebsam, Frank. "Efficient large-scale synthesis of 2-amino-5- methanesulfonylaminobenzenesulfonamide". . p. 1909 - 1916. Retrieved 2008.
• 2、 Ismail, Mohamed A.H.,Abou El Ella, Dalal A.,Abouzid, Khaled A.M.,Mahmoud, Amr H.. "Erratum: Integrated structure-based activity prediction model of benzothiadiazines on various genotypes of HCV NS5b polymerase (1a, 1b and 4) and its application in the discovery of new derivatives (Bioorganic and Medicinal Chemistry (2012) 20:7 (2455-2478))". supporting information. p. 5647 - 5647. Retrieved 2013/09/02.
• 3、 -. "A METHOD OF INHIBITING HEPATITIS C VIRUS BY COMBINATION OF A 5,6-DIHYDRO-1H-PYRIDIN-2-ONE AND ONE OR MORE ADDITIONAL ANTIVIRAL COMPOUNDS". Page/Page column 36-37. . Retrieved 2010/04/28.