3-[(3-Nitrophenyl)sulfanyl]-1H-indole

Base Information

• Chemical Name: 3-[(3-Nitrophenyl)sulfanyl]-1H-indole
• CAS No.: 72496-79-8
• Molecular Formula: C14H10N2O2S
• Molecular Weight: 270.312
• DSSTox Substance ID: DTXSID30569357
• Nikkaji Number: J469.397C
• Wikidata: Q82456489
• Mol file: 72496-79-8.mol

Synonyms:72496-79-8;3-[(3-Nitrophenyl)sulfanyl]-1H-indole;DTXSID30569357

Chemical Property of 3-[(3-Nitrophenyl)sulfanyl]-1H-indole

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 270.04629874
• Heavy Atom Count: 19
• Complexity: 334

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CN2)SC3=CC=CC(=C3)[N+](=O)[O-]

Technology Process of 3-[(3-Nitrophenyl)sulfanyl]-1H-indole

There total 8 articles about 3-[(3-Nitrophenyl)sulfanyl]-1H-indole 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: 92.0%

indole (120-72-9) + 3-nitrobenzenesulfinic acid (13257-95-9) → 3-<(3-nitrophenyl)thio>indole (72496-79-8)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; toluene-4-sulfonic acid; In 1,2-dichloro-ethane; at 80 ℃; for 12h; regioselective reaction;

DOI:10.1039/c4ob02575j

Reference yield: 90.0%

indole (120-72-9) + 3-nitrophenylsulfonohydrazide (6655-77-2) → 3-<(3-nitrophenyl)thio>indole (72496-79-8)

Guidance literature:

With iodine; In ethanol; at 70 ℃; for 5h; regioselective reaction;

DOI:10.1002/anie.201301437

Reference yield: 89.0%

indole (120-72-9) + sodium 3-nitrobenzenesulfinate (15898-46-1) → 3-<(3-nitrophenyl)thio>indole (72496-79-8)

Guidance literature:

With dipotassium peroxodisulfate; In water; acetonitrile; at 100 ℃; for 24h; Inert atmosphere; Green chemistry;

DOI:10.1039/c4ra08669d

upstream raw materials:

indole

3-nitrophenylsulfenylchloride

bis(3-nitrophenyl) disulfide

3-nitrophenylsulfonohydrazide

Downstream raw materials:

2-<(3-nitrophenyl)thio>indole