4-amino-N-isopropylbenzenesulfonamide

Base Information

• Chemical Name: 4-amino-N-isopropylbenzenesulfonamide
• CAS No.: 53668-35-2
• Molecular Formula: C9H14N2O2S
• Molecular Weight: 214.288
• Hs Code.: 2935009090
• European Community (EC) Number: 838-358-2
• DSSTox Substance ID: DTXSID90356806
• Wikidata: Q82136386
• Mol file: 53668-35-2.mol

Synonyms:4-amino-N-isopropylbenzenesulfonamide;53668-35-2;N-Isopropyl 4-aminobenzenesulfonamide;4-amino-N-propan-2-ylbenzenesulfonamide;4-amino-N-(propan-2-yl)benzene-1-sulfonamide;4-amino-N-(propan-2-yl)benzenesulfonamide;4-Amino-N-isopropyl-benzenesulfonamide;SCHEMBL5453607;DTXSID90356806;4-Amino-N-isopropylbenzenesulfamide;BBL002042;MFCD03753717;STK121715;AKOS000117758;SB78799;SDCCGMLS-0065313.P001;VS-01008;CS-0206155;EN300-10139;F74851;A870660;AN-329/42682430;Z56995183

Chemical Property of 4-amino-N-isopropylbenzenesulfonamide

Chemical Property:

• Vapor Pressure: 1.11E-05mmHg at 25°C
• Melting Point: 115 °C
• Refractive Index: 1.558
• Boiling Point: 370.4 °C at 760 mmHg
• PKA: 12.76±0.50(Predicted)
• Flash Point: 177.8 °C
• PSA: 80.57000
• Density: 1.219 g/cm³
• LogP: 3.00840
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 214.07759887
• Heavy Atom Count: 14
• Complexity: 261

Purity/Quality:

98%Min ^*data from raw suppliers

N-Isopropyl 4-aminobenzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-amino-N-isopropylbenzenesulfonamide

There total 5 articles about 4-amino-N-isopropylbenzenesulfonamide 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: 97.0%

N-isopropyl-4-nitrobenzenesulfonamide (23530-48-5) → sulfanilic acid N-(1-methylethyl) amide (53668-35-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 30 ℃; under 30003 Torr;

DOI:10.1016/j.bmc.2010.06.038

Reference yield: 68.0%

N-Isopropyl-p-acetamido-benzol-sulfonamid (91430-85-2) → sulfanilic acid N-(1-methylethyl) amide (53668-35-2)

Guidance literature:

With hydrogenchloride; water; In methanol; for 1h; Reflux;

DOI:10.3390/molecules23123152

Reference yield:

p-acetylaminobenzenesulfonyl chloride (121-60-8) → sulfanilic acid N-(1-methylethyl) amide (53668-35-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / N,N-dimethyl-d₆-formamide / 12 h / 10 - 20 °C

2: hydrogenchloride; water / methanol / 1 h / Reflux

With hydrogenchloride; water; triethylamine; In methanol; N,N-dimethyl-d₆-formamide;

DOI:10.3390/molecules23123152

upstream raw materials:

N-isopropyl-4-nitrobenzenesulfonamide

4-Nitrobenzenesulfonyl chloride

N-Isopropyl-p-acetamido-benzol-sulfonamid

p-acetylaminobenzenesulfonyl chloride

Downstream raw materials:

4,4-dimethyl-2-(3-morpholin-4-yl-phenyl)-1,2,3,4-tetrahydro-quinoline-6-sulfonic acid isopropylamide

2-(3-bromo-phenyl)-4,4-dimethyl-1,2,3,4-tetrahydro-quinoline-6-sulfonic acid isopropylamide

4-(3-chloro-1,4-dioxo-1,4-dihydronaphthalen-2-ylamino)-N-isopropylbenzenesulfonamide

Refernces

• 1、 -. "NOVEL TETRAHYDROQUINOLINE DERIVATIVES". Page/Page column 24. . Retrieved 2012/07/31.
• 2、 Lawrence, Harshani R.,Kazi, Aslamuzzaman,Luo, Yunting,Kendig, Robert,Ge, Yiyu,Jain, Sanjula,Daniel, Kenyon,Santiago, Daniel,Guida, Wayne C.,Sebti, Said M.. "Synthesis and biological evaluation of naphthoquinone analogs as a novel class of proteasome inhibitors". experimental part. p. 5576 - 5592. Retrieved 2010/09/15.