n-(3-Chloro-1h-indol-7-yl)-4-cyanobenzenesulfonamide

Base Information

• Chemical Name: n-(3-Chloro-1h-indol-7-yl)-4-cyanobenzenesulfonamide
• CAS No.: 165668-32-6
• Molecular Formula: C15H10ClN3O2S
• Molecular Weight: 331.782
• DSSTox Substance ID: DTXSID50433465
• Nikkaji Number: J1.186.060E
• Wikidata: Q82247619
• ChEMBL ID: CHEMBL20814
• Mol file: 165668-32-6.mol

Synonyms:CHEMBL20814;n-(3-chloro-1h-indol-7-yl)-4-cyanobenzenesulfonamide;165668-32-6;SCHEMBL3061242;DTXSID50433465;BDBM50473975;n-(3-chloro-1h-indole-7-yl)-4-cyanobenzenesulfonamide

Chemical Property of n-(3-Chloro-1h-indol-7-yl)-4-cyanobenzenesulfonamide

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 331.0182254
• Heavy Atom Count: 22
• Complexity: 545

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)C#N)NC=C2Cl

Technology Process of n-(3-Chloro-1h-indol-7-yl)-4-cyanobenzenesulfonamide

There total 10 articles about n-(3-Chloro-1h-indol-7-yl)-4-cyanobenzenesulfonamide 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:

4-cyano-N-(1H-indole-7-yl)benzenesulfonamide (165669-24-9) → N-(3-Chloro-1H-indole-7-yl)-4-cyanobenzenesulfonamide (165668-32-6)

Guidance literature:

With hydrogenchloride; N-chloro-succinimide; In tetrahydrofuran;

DOI:10.1016/S0960-894X(00)00219-5

Reference yield:

7-nitro-1H-indole (6960-42-5) → N-(3-Chloro-1H-indole-7-yl)-4-cyanobenzenesulfonamide (165668-32-6)

Guidance literature:

Multi-step reaction with 3 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

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

DOI:10.1021/jm9902638

Reference yield:

7-nitro-3-chloro-1H-indole (165669-14-7) → N-(3-Chloro-1H-indole-7-yl)-4-cyanobenzenesulfonamide (165668-32-6)

Guidance literature:

Multi-step reaction with 2 steps

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

2: pyridine / 3 h / 20 °C

With pyridine; iron; ammonium chloride; In isopropyl alcohol; 1: Reduction / 2: Sulfonylation;

DOI:10.1021/jm9902638

upstream raw materials:

p-cyanobenzenesulfonyl chloride

7-amino-3-chloro-1H-indole

4-cyano-N-(1H-indole-7-yl)benzenesulfonamide

7-bromo-1H-indole

Downstream raw materials:

4-Carbamoyl-N-(3-chloro-1H-indole-7-yl)benzenesulfonamide