3-Bromo-1-tosyl-1H-indole

Base Information

• Chemical Name: 3-Bromo-1-tosyl-1H-indole
• CAS No.: 90481-77-9
• Molecular Formula: C15H12BrNO2S
• Molecular Weight: 350.236
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40458900
• Nikkaji Number: J1.466.574I
• Wikidata: Q82282457
• Mol file: 90481-77-9.mol

Synonyms:3-Bromo-1-tosyl-1H-indole;90481-77-9;3-BROMO-1-(P-TOLUENESULFONYL)INDOLE;3-bromo-1-(4-methylphenyl)sulfonylindole;3-Bromo-N-tosylindole;3-Bromo-N-(p-toluenesulfonyl)indole;3-BROMO-1-[(4-METHYLPHENYL)SULFONYL]-1H-INDOLE;3-Bromo-1-tosylindole;3-bromo-1-(toluene-4-sulfonyl)-1H-indole;1-Tosyl-3-bromo-1H-indole;SCHEMBL517434;DTXSID40458900;VQWIINXTMHBRDW-UHFFFAOYSA-N;CS-M3673;MFCD09260442;AKOS015835805;AB49974;BS-23046;1H-Indole,3-bromo-1-[(4-methylphenyl)sulfonyl]-

Chemical Property of 3-Bromo-1-tosyl-1H-indole

Chemical Property:

• Boiling Point: 502.8 °C at 760 mmHg
• Flash Point: 257.9 °C
• PSA: 47.45000
• Density: 1.51 g/cm³
• LogP: 5.03000
• Storage Temp.: 2-8°C
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 348.97721
• Heavy Atom Count: 20
• Complexity: 439

Purity/Quality:

97% ^*data from raw suppliers

3-Bromo-1-(p-toluenesulfonyl)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=C(C3=CC=CC=C32)Br

Technology Process of 3-Bromo-1-tosyl-1H-indole

There total 11 articles about 3-Bromo-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: 100.0%

trans-3-bromo-2-hydroxy-1-tosylindoline → 3-bromo-1-(4-methylbenzenesulfonyl)-1H-indole (90481-77-9)

Guidance literature:

at 20 ℃; for 24h;

DOI:10.1021/acs.orglett.7b01940

Reference yield: 96.0%

3-bromoindole (1484-27-1) + p-toluenesulfonyl chloride (98-59-9) → 3-bromo-1-(4-methylbenzenesulfonyl)-1H-indole (90481-77-9)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In water; benzene; for 1h; Heating / reflux;

Reference yield: 94.0%

1-(p-toluenesulfonyl)-1H-indole (31271-90-6) → 3-bromo-1-(4-methylbenzenesulfonyl)-1H-indole (90481-77-9)

Guidance literature:

With N-Bromosuccinimide; In dichloromethane; at 20 ℃; regioselective reaction;

DOI:10.1021/acs.joc.7b02920

upstream raw materials:

1-(p-toluenesulfonyl)-1H-indole

indole

p-toluenesulfonyl chloride

3-bromoindole

Downstream raw materials:

ethyl (E)-3-[1-(4-toluenesulfonyl)indole-3-yl]propenoate

3-bromo-4-N-p-toluenesulfonylindole

3-(1-piperazyl)-1-tosylindole

(S)-2-benzyloxycarbonylamino-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]propionic acid methyl ester