3-Nitro-1-(phenylsulfonyl)-1H-indole

Base Information

• Chemical Name: 3-Nitro-1-(phenylsulfonyl)-1H-indole
• CAS No.: 116325-19-0
• Molecular Formula: C14H10N2O4S
• Molecular Weight: 302.31
• DSSTox Substance ID: DTXSID80454800
• Nikkaji Number: J1.156.844K
• Wikidata: Q82276543
• Mol file: 116325-19-0.mol

Synonyms:3-Nitro-1-(phenylsulfonyl)-1H-indole;116325-19-0;1-(BENZENESULFONYL)-3-NITROINDOLE;1H-Indole, 3-nitro-1-(phenylsulfonyl)-;DTXSID80454800;3-nitro-1-(phenylsulfonyl)indole;1-Phenylsulfonyl-3-nitro-1H-indole;AKOS026674242;Y11537

Chemical Property of 3-Nitro-1-(phenylsulfonyl)-1H-indole

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 302.03612798
• Heavy Atom Count: 21
• Complexity: 490

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)S(=O)(=O)N2C=C(C3=CC=CC=C32)[N+](=O)[O-]

Technology Process of 3-Nitro-1-(phenylsulfonyl)-1H-indole

There total 5 articles about 3-Nitro-1-(phenylsulfonyl)-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: 86.0%

3-nitro-1H-indole (4770-03-0) + benzenesulfonyl chloride (98-09-9) → 3-nitro-1-(phenylsulfonyl)-1H-indole (116325-19-0)

Guidance literature:

With potassium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In benzene; for 0.5h; Ambient temperature;

DOI:10.1021/ja00229a039

Reference yield: 83.0%

1-benzenesulfonylindole (40899-71-6) → 3-nitro-1-(phenylsulfonyl)-1H-indole (116325-19-0)

Guidance literature:

With nitric acid; acetic anhydride;

DOI:10.3987/com-06-s(w)8

Reference yield:

1-benzenesulfonylindole (40899-71-6) → 6-nitro-1-(phenylsulfonyl)-1H-indole (73282-17-4) + 3-nitro-1-(phenylsulfonyl)-1H-indole (116325-19-0)

Guidance literature:

With nitric acid; acetic anhydride; at -60 ℃; for 10h; Yield given; Yields of byproduct given;

DOI:10.1055/s-1999-3512

upstream raw materials:

3-nitro-1H-indole

benzenesulfonyl chloride

1-benzenesulfonylindole

indole

Downstream raw materials:

3-methyl-9-(phenylsulfonyl)-9H-carbazole

2-methyl-9-benzenesulfonylcarbazole

9-Benzenesulfonyl-2-methyl-4,9-dihydro-1H-carbazole

8-Benzenesulfonyl-1,8-dihydro-pyrrolo[2,3-b]indole-2-carboxylic acid ethyl ester