6-methoxy-1-(phenylsulfonyl)-1H-indole

Base Information

• Chemical Name: 6-methoxy-1-(phenylsulfonyl)-1H-indole
• CAS No.: 56995-13-2
• Molecular Formula: C15H13NO3S
• Molecular Weight: 287.339
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30357372
• Nikkaji Number: J707.947H
• Wikidata: Q82137266
• ChEMBL ID: CHEMBL1464194
• Mol file: 56995-13-2.mol

Synonyms:6-methoxy-1-(phenylsulfonyl)-1H-indole;56995-13-2;1-(benzenesulfonyl)-6-methoxyindole;1-(benzenesulfonyl)-6-methoxy-1H-indole;MLS001180183;CHEMBL1464194;SCHEMBL10345778;DTXSID30357372;HMS2842D13;SMR000477874;FT-0763720;methyl 1-(phenylsulfonyl)-1H-indol-6-yl ether;AQ-776/42801766;EN300-25302129

Chemical Property of 6-methoxy-1-(phenylsulfonyl)-1H-indole

Chemical Property:

• Vapor Pressure: 1.62E-09mmHg at 25°C
• Melting Point: 140-141 °C
• Boiling Point: 483.9oC at 760 mmHg
• Flash Point: 246.4oC
• PSA: 56.68000
• Density: 1.27g/cm3
• LogP: 3.96770
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 287.06161445
• Heavy Atom Count: 20
• Complexity: 425

Purity/Quality:

95+% ^*data from raw suppliers

6-Methoxy-1-(phenylsulfonyl)-1H-indole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C=CN2S(=O)(=O)C3=CC=CC=C3

Technology Process of 6-methoxy-1-(phenylsulfonyl)-1H-indole

There total 14 articles about 6-methoxy-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: 99.0%

6-methoxylindole (3189-13-7) + benzenesulfonyl chloride (98-09-9) → 6-methoxy-1-(phenylsulfonyl)-1H-indole (56995-13-2)

Guidance literature:

6-methoxylindole; With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide; In dichloromethane; at 4 ℃; Inert atmosphere; Sealed tube;

benzenesulfonyl chloride; In dichloromethane; at 4 - 23 ℃; for 3h; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.7b06811

Reference yield: 97.0%

N-(2,2-diethoxyethyl)-N-(3-methoxyphenyl)-benzene-sulfonamide (99546-93-7) → 6-methoxy-1-(phenylsulfonyl)-1H-indole (56995-13-2)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; for 0.25h;

DOI:10.1016/j.bmc.2006.02.037

Reference yield: 96.0%

1-(1,3-dioxan-2-yl)-3-(1-phenylsulfonyl-2-pyrrolyl)-2-propenone (146073-27-0) + trimethyl orthoformate (149-73-5) → 6-methoxy-1-(phenylsulfonyl)-1H-indole (56995-13-2)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; for 1.5h; Heating;

DOI:10.1248/cpb.40.2344

upstream raw materials:

methanol

1-(1,3-dioxan-2-yl)-3-(1-phenylsulfonyl-2-pyrrolyl)-2-propenone

6-methoxylindole

benzenesulfonyl chloride

Downstream raw materials:

(5-benzyloxy-1H-indol-2-yl)-(6-methoxy-1H-indol-2-yl)-methanone

(6-methoxy-1H-indol-3-yl)(3,4,5-trimethoxyphenyl)methanone

(1-benzenesulfonyl-6-methoxy-1H-indol-3-yl)-(3,4,5-trimethoxy-phenyl)-methanol

1-benzenesulfonyl-6-methoxy-3-(3,4,5-trimethoxy-benzyl)-1H-indole

Refernces

• 1、 -. "PYRIDINYL AND PYRAZINYL-(AZA)INDOLSULFONAMIDES". Page/Page column 92; 103. . Retrieved 2020/01/11.
• 2、 Klausen, Rebekka S.,Kennedy, C. Rose,Hyde, Alan M.,Jacobsen, Eric N.. "Chiral Thioureas Promote Enantioselective Pictet-Spengler Cyclization by Stabilizing Every Intermediate and Transition State in the Carboxylic Acid-Catalyzed Reaction". supporting information. p. 12299 - 12309. Retrieved 2017/09/12.