1-(Phenylsulfonyl)-1h-indol-5-amine

Base Information

• Chemical Name: 1-(Phenylsulfonyl)-1h-indol-5-amine
• CAS No.: 124400-52-8
• Molecular Formula: C14H12N2O2S
• Molecular Weight: 272.327
• DSSTox Substance ID: DTXSID20572895
• Nikkaji Number: J2.159.528D
• Wikidata: Q82461401
• Mol file: 124400-52-8.mol

Synonyms:1-(phenylsulfonyl)-1h-indol-5-amine;124400-52-8;1-(BENZENESULFONYL)INDOL-5-AMINE;5-amino-1-phenylsulfonylindole;SCHEMBL2510832;5-amino-1-benzenesulfonylindole;5-amino-1 -phenylsulfonylindole;1-(phenylsulfonyl)indol-5-amine;5-amino-1-benzenesulphonylindole;DTXSID20572895;BHOSCKKNURHTND-UHFFFAOYSA-N;1benzenesulphonyl-1H-indol-5-ylamine;1-Benzenesulfonyl-1H-indol-5-ylamine;1-(Benzenesulfonyl)-1H-indol-5-amine;1-benzenesulphonyl-1H-indol-5-ylamine;CS-0096182

Chemical Property of 1-(Phenylsulfonyl)-1h-indol-5-amine

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 272.06194880
• Heavy Atom Count: 19
• Complexity: 412

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)S(=O)(=O)N2C=CC3=C2C=CC(=C3)N

Technology Process of 1-(Phenylsulfonyl)-1h-indol-5-amine

There total 9 articles about 1-(Phenylsulfonyl)-1h-indol-5-amine 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: 100.0%

5-nitro-1-(phenylsulfonyl)-1H-indole (124400-51-7) → 1-Benzenesulfonyl-1H-indol-5-yl amine (124400-52-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; at 25 ℃; for 2h; under 760 Torr;

DOI:10.1021/jo00291a059

Reference yield: 81.0%

→ 1-Benzenesulfonyl-1H-indol-5-yl amine (124400-52-8)

Guidance literature:

With hydrogenchloride; copper(II) sulfate; zinc; In tetrahydrofuran; methanol; water; for 1h; Inert atmosphere;

Reference yield:

5-nitroindole (6146-52-7) → 1-Benzenesulfonyl-1H-indol-5-yl amine (124400-52-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaOH; n-Bu₄N⁽¹⁺⁾*HSO₄^(1-) / CH₂Cl₂ / 1 h / 20 °C

1.2: 96 percent / CH₂Cl₂ / 3 h

2.1: 94 percent / hydrazine hydrate / Pd/C / methanol / 3 h / Heating

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; hydrazine hydrate; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1016/j.tetlet.2005.02.125

upstream raw materials:

5-nitro-1-(phenylsulfonyl)-1H-indole

5-nitroindole

benzenesulfonyl chloride

1-indoline

Downstream raw materials:

N⁵-Benzoyl-5-amino-1-(phenylsulfonyl)indole

(1-Benzenesulfonyl-1H-indol-5-yl)-(6-phenyl-thieno[3,2-d]pyrimidin-4-yl)-amine

n-butyl N-(1'-benzenesulfonylindol-3'-yl)dithiocarbamate

i-butyl N-(1'-benzenesulfonylindol-3'-yl)dithiocarbamate