2-(1H-Indol-5-yl)-N-methylethanesulfonamide

Base Information

• Chemical Name: 2-(1H-Indol-5-yl)-N-methylethanesulfonamide
• CAS No.: 98623-50-8
• Molecular Formula: C11H14N2O2S
• Molecular Weight: 238.31
• Hs Code.: 2935009090
• European Community (EC) Number: 969-280-8
• DSSTox Substance ID: DTXSID00541746
• Wikidata: Q72491995
• Mol file: 98623-50-8.mol

Synonyms:98623-50-8;2-(1H-Indol-5-yl)-N-methylethanesulfonamide;N-Methyl-1H-indole-5-ethanesulfonamide;N-Methyl-1H-Indole-5-EthaneSulphonamide;2-(1H-Indol-5-yl)-N-methylethane-1-sulfonamide;2-(1H-indol-5-yl)-ethanesulfonic acid methylamide;N-Methyl-1H-indole-5-ethanesulfonamide (2-(1H-Indol-5-yl)-N-methylethanesulfonamide);1H-Indole-5-ethanesulfonamide, N-methyl-;SCHEMBL1275476;DTXSID00541746;PPXMUBLAPJLGNE-UHFFFAOYSA-N;AMY16049;BCP16898;MFCD08458722;AKOS015917445;BS-18021;CS-0150985

Chemical Property of 2-(1H-Indol-5-yl)-N-methylethanesulfonamide

Chemical Property:

• Vapor Pressure: 1.37E-08mmHg at 25°C
• Refractive Index: 1.632
• Boiling Point: 458.4 °C at 760 mmHg
• PKA: 11.52±0.40(Predicted)
• Flash Point: 231 °C
• PSA: 70.34000
• Density: 1.316g/cm³
• LogP: 2.73130
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 238.07759887
• Heavy Atom Count: 16
• Complexity: 323

Purity/Quality:

98.5%min ^*data from raw suppliers

N-Methyl-1H-indole-5-ethanesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNS(=O)(=O)CCC1=CC2=C(C=C1)NC=C2
• Uses: N-Methyl-1H-indole-5-ethanesulfonamide is used as a reagent in the synthesis of Naratriptan Hydrochloride (N378730); a triptan drug used for the treatment of migraine headaches.

Technology Process of 2-(1H-Indol-5-yl)-N-methylethanesulfonamide

There total 13 articles about 2-(1H-Indol-5-yl)-N-methylethanesulfonamide 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%

2-(3-phenylsulfanyl-1H-indol-5-yl)ethanesulfonicacid methylamide (1204192-94-8) → N-Methyl-1H-indole-5-ethanesulphonamide (98623-50-8)

Guidance literature:

With hydrogen; at 40 - 45 ℃; for 10h; under 2250.23 - 3000.3 Torr; Autoclave;

DOI:10.2174/1570178614666170907144641

Reference yield: 90.0%

2-(1H-indol-5-yl)-N-methyl ethenesulfonamide (1305334-90-0) → N-Methyl-1H-indole-5-ethanesulphonamide (98623-50-8)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; ethyl acetate; at 70 - 80 ℃; for 6h; Product distribution / selectivity;

Reference yield: 76.66%

5-[2-(methylsulfamoyl)ethyl]-1H-indole-2-carboxylic acid (1025797-51-6) → N-Methyl-1H-indole-5-ethanesulphonamide (98623-50-8)

Guidance literature:

With quinoline; copper(I) oxide; at 180 - 200 ℃; for 6h;

upstream raw materials:

5-[2-(methylsulfamoyl)ethyl]-1H-indole-2-carboxylic acid

phenyl 2-(1H-indol-5-yl)ethanesulfonate

methylamine

2-(1H-indol-5-yl)-N-methyl ethenesulfonamide

Downstream raw materials:

N-methyl-2-(3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-5-yl)ethane-1-sulfonamide

naratriptan hydrochloride

naratriptan

Refernces

• 1、 Behera, Ajaya Kumar,Majumdar, Poulomi,Mohanta, Prajna Parimita,Mishra, Sushanta Kumar. "An efficient synthetic protocol for the synthesis of 2-(1H-Indol-5-yl)-ethanesulfonic acid methylamide: A potential synthetic precursor for naratriptan and its novel 3-substituted derivatives". . p. 265 - 269. Retrieved 2018/04/20.
• 2、 -. "PROCESS FOR PREPARING INDOLE DERIVATIVES". Page/Page column 18-19. . Retrieved 2010/04/03.