Benzenesulfonamide, 4-amino-N-(3-chloro-1H-indol-7-yl)-

Base Information

• Chemical Name: Benzenesulfonamide, 4-amino-N-(3-chloro-1H-indol-7-yl)-
• CAS No.: 165668-25-7
• Molecular Formula: C14H12ClN3O2S
• Molecular Weight: 321.787
• DSSTox Substance ID: DTXSID90437664
• Nikkaji Number: J1.186.063J
• Wikidata: Q82253206
• ChEMBL ID: CHEMBL20497
• Mol file: 165668-25-7.mol

Synonyms:165668-25-7;4-amino-N-(3-chloro-1H-indol-7-yl)benzene-1-sulfonamide;4-amino-N-(3-chloro-1H-indol-7-yl)benzenesulfonamide;Benzenesulfonamide, 4-amino-N-(3-chloro-1H-indol-7-yl)-;CHEMBL20497;SCHEMBL3062409;DTXSID90437664;EN300-22858096;N-(3-Chloro-1H-indole-7-yl)-4-aminobenzenesulfonamide;Z2787466412

Chemical Property of Benzenesulfonamide, 4-amino-N-(3-chloro-1H-indol-7-yl)-

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 321.0338755
• Heavy Atom Count: 21
• Complexity: 459

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)NS(=O)(=O)C3=CC=C(C=C3)N)NC=C2Cl

Technology Process of Benzenesulfonamide, 4-amino-N-(3-chloro-1H-indol-7-yl)-

There total 10 articles about Benzenesulfonamide, 4-amino-N-(3-chloro-1H-indol-7-yl)- 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: 95.0%

N-(3-chloro-7-indolyl)-4-nitrobenzenesulfonamide (165668-24-6) → 4-Amino-N-(3-chloro-1H-indole-7-yl)benzenesulfonamide (165668-25-7)

Guidance literature:

With hydrogenchloride; zinc; In methanol; for 0.5h; Heating;

DOI:10.1021/jm9902638

Reference yield:

7-nitro-1H-indole (6960-42-5) → 4-Amino-N-(3-chloro-1H-indole-7-yl)benzenesulfonamide (165668-25-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 93 percent / N-chlorosuccinimide; aq. HCl / tetrahydrofuran / 5 h / 20 °C

2: Fe; aq. NH₄Cl / propan-2-ol / 2 h / 60 °C

3: pyridine / 3 h / 20 °C

4: 95 percent / Zn; aq. HCl / methanol / 0.5 h / Heating

With pyridine; hydrogenchloride; N-chloro-succinimide; iron; ammonium chloride; zinc; In tetrahydrofuran; methanol; isopropyl alcohol; 1: Chlorination / 2: Reduction / 3: Substitution / 4: Reduction;

DOI:10.1021/jm9902638

Reference yield:

7-amino-3-chloro-1H-indole (165669-13-6) → 4-Amino-N-(3-chloro-1H-indole-7-yl)benzenesulfonamide (165668-25-7)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 3 h / 20 °C

2: 95 percent / Zn; aq. HCl / methanol / 0.5 h / Heating

With pyridine; hydrogenchloride; zinc; In methanol; 1: Substitution / 2: Reduction;

DOI:10.1021/jm9902638

upstream raw materials:

N-(3-chloro-7-indolyl)-4-nitrobenzenesulfonamide

7-bromo-1H-indole

2-nitrophenyl bromide

7-aminoindole