3-Amino-4-hydroxy-N,N-dimethylbenzenesulfonamide

Base Information

• Chemical Name: 3-Amino-4-hydroxy-N,N-dimethylbenzenesulfonamide
• CAS No.: 24962-75-2
• Deprecated CAS: 79-99-2
• Molecular Formula: C8H12N2O3S
• Molecular Weight: 216.261
• Hs Code.: 2935009090
• European Community (EC) Number: 246-548-6
• UNII: U3Z45B4CB7
• DSSTox Substance ID: DTXSID2067038
• Nikkaji Number: J286.435E
• Wikidata: Q72437775
• Mol file: 24962-75-2.mol

Synonyms:24962-75-2;3-Amino-4-hydroxy-N,N-dimethylbenzenesulfonamide;Benzenesulfonamide, 3-amino-4-hydroxy-N,N-dimethyl-;N1,N1-DIMETHYL-3-AMINO-4-HYDROXYBENZENE-1-SULFONAMIDE;3-Amino-4-hydroxy-N,N-dimethylbenzenesulphonamide;U3Z45B4CB7;3-Amino-4-Hydroxy-N,N-Dimethyl Benzenesulfonamide;EINECS 246-548-6;3-amino-4-hydroxy-N,N-dimethylbenzene-1-sulfonamide;UNII-U3Z45B4CB7;SCHEMBL6937115;DTXSID2067038;MFCD00179913;RB3042;AKOS001453919;AM62700;PS-4211;SB76987;Metanilamide, 4-hydroxy-N1,N1-dimethyl-;CS-0061719;FT-0687871;EN300-30586;A851881;W-206913;Z303733784

Chemical Property of 3-Amino-4-hydroxy-N,N-dimethylbenzenesulfonamide

Chemical Property:

• Vapor Pressure: 7.34E-07mmHg at 25°C
• Melting Point: 156-160 °C
• Refractive Index: 1.608
• Boiling Point: 396.7 °C at 760 mmHg
• PKA: 7.65±0.18(Predicted)
• Flash Point: 193.7 °C
• PSA: 92.01000
• Density: 1.389 g/cm³
• LogP: 1.88670
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 216.05686342
• Heavy Atom Count: 14
• Complexity: 284

Purity/Quality:

98%min ^*data from raw suppliers

3-Amino-4-hydroxy-N,N-dimethylbenzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Amino-4-hydroxy-N,N-dimethylbenzenesulfonamide

There total 2 articles about 3-Amino-4-hydroxy-N,N-dimethylbenzenesulfonamide 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: 68.0%

4-hydroxy-N,N-dimethyl-3-nitrobenzenesulfonamide (42247-91-6) → 3-amino-4-hydroxy-N,N-dimethylbenzenesulphonamide (24962-75-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm00154a019

Reference yield:

N,N-dimethyl-4-hydroxybenzenesulfonamide (15020-57-2) → 3-amino-4-hydroxy-N,N-dimethylbenzenesulphonamide (24962-75-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / conc. HNO₃, conc. H₂SO₄ / -20 °C

2: 68 percent / H₂ / 5percent Pd/C / ethanol

With sulfuric acid; hydrogen; nitric acid; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm00154a019

Reference yield:

3-amino-4-hydroxy-N,N-dimethylbenzenesulphonamide (24962-75-2) + 1-(4-Methoxybenzyl)-1H-tetrazole-5-carbonyl chloride (66492-66-8) → 1-(4-Methoxy-benzyl)-1H-tetrazole-5-carboxylic acid (5-dimethylsulfamoyl-2-hydroxy-phenyl)-amide (100245-27-0)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 1h; Yield given;

DOI:10.1021/jm00154a019

upstream raw materials:

4-hydroxy-N,N-dimethyl-3-nitrobenzenesulfonamide

N,N-dimethyl-4-hydroxybenzenesulfonamide

Downstream raw materials:

1-(4-Methoxy-benzyl)-1H-tetrazole-5-carboxylic acid (5-dimethylsulfamoyl-2-hydroxy-phenyl)-amide

1H-Tetrazole-5-carboxylic acid (5-dimethylsulfamoyl-2-hydroxy-phenyl)-amide

Refernces