4-Chloro-1-tosyl-1H-indole

Base Information

• Chemical Name: 4-Chloro-1-tosyl-1H-indole
• CAS No.: 102855-24-3
• Molecular Formula: C15H12ClNO2S
• Molecular Weight: 305.785
• DSSTox Substance ID: DTXSID40469637
• Wikidata: Q82297447
• Mol file: 102855-24-3.mol

Synonyms:4-Chloro-1-tosyl-1H-indole;102855-24-3;1H-Indole, 4-chloro-1-[(4-methylphenyl)sulfonyl]-;4-chloro-1-(4-methylphenyl)sulfonylindole;MFCD28130224;4-chloro-1-(4-methylbenzenesulfonyl)-1H-indole;SCHEMBL4560894;DTXSID40469637;NDOGSZQEUDSEAI-UHFFFAOYSA-N;CEA85524;AKOS027255927;AS-68116;SY125735;4-chloro-1-(toluene-4-sulfonyl)-1H-indole;CS-0039148;FT-0704133;W12048

Chemical Property of 4-Chloro-1-tosyl-1H-indole

Chemical Property:

• PSA: 47.45000
• LogP: 4.92090
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 305.0277275
• Heavy Atom Count: 20
• Complexity: 439

Purity/Quality:

4-Chloro-1-tosyl-1H-indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N2C=CC3=C2C=CC=C3Cl
• Uses: 4-Chloro-1-tosyl-1H-indole is a useful reagent in organic synthesis.

Technology Process of 4-Chloro-1-tosyl-1H-indole

There total 8 articles about 4-Chloro-1-tosyl-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: 91.0%

4-chloro-1H-indole (25235-85-2) + p-toluenesulfonyl chloride (98-59-9) → 4-chloro-1-tosyl-1H-indole (102855-24-3)

Guidance literature:

4-chloro-1H-indole; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 2h; Inert atmosphere;

p-toluenesulfonyl chloride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 15h; Inert atmosphere;

DOI:10.1002/cmdc.202100107

Reference yield: 80.0%

2-(2,6-dichlorophenyl)-1-tosylaziridine → 4-chloro-1-tosyl-1H-indole (102855-24-3)

Guidance literature:

2-(2,6-dichlorophenyl)-1-tosylaziridine; With boron trifluoride diethyl etherate; thiophenol; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

With copper; In dichloromethane; N,N-dimethyl-formamide; at 120 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.joc.5b02251

Reference yield: 33.0%

N-allyl-N-p-toluenesulfonyl-3-chloro-2-vinylaniline (773880-62-9) → N-(3-chloro-2-vinyl-phenyl)-4-methyl-N-propenyl-benzenesulfonamide + 4-chloro-1-tosyl-1H-indole (102855-24-3)

Guidance literature:

N-allyl-N-p-toluenesulfonyl-3-chloro-2-vinylaniline; With trimethylsiloxyethene; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 4h; Heating;

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In toluene; for 24h; Heating;

DOI:10.1021/jo060308u

upstream raw materials:

N-allyl-N-p-toluenesulfonyl-3-chloro-2-vinylaniline

4-chloro-1H-indole

p-toluenesulfonyl chloride

6-chloro-2-nitrotoluene