1-[(4-methylphenyl)sulfonyl]-1H-indol-4-ol

Base Information

• Chemical Name: 1-[(4-methylphenyl)sulfonyl]-1H-indol-4-ol
• CAS No.: 81038-34-8
• Molecular Formula: C15H13NO3S
• Molecular Weight: 287.339
• DSSTox Substance ID: DTXSID10439024
• Wikidata: Q82254895
• Mol file: 81038-34-8.mol

Synonyms:1-Tosyl-1H-indol-4-ol;81038-34-8;1-[(4-methylphenyl)sulfonyl]-1H-indol-4-ol;1h-indol-4-ol,1-[(4-methylphenyl)sulfonyl]-;SCHEMBL6570590;DTXSID10439024;UUVMVWDDLRKYCB-UHFFFAOYSA-N;1-(4-methylbenzenesulfonyl)-1H-indol-4-ol

Chemical Property of 1-[(4-methylphenyl)sulfonyl]-1H-indol-4-ol

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 287.06161445
• Heavy Atom Count: 20
• Complexity: 437

Purity/Quality:

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=C3O

Technology Process of 1-[(4-methylphenyl)sulfonyl]-1H-indol-4-ol

There total 16 articles about 1-[(4-methylphenyl)sulfonyl]-1H-indol-4-ol 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: 98.0%

5-chloro-4-oxo-N-(p-toluenesulfonyl)-4,5,6,7-tetrahydroindole (95969-07-6) → 1-(p-toluenesulphonyl)-4-hydroxyindole (81038-34-8)

Guidance literature:

With lithium carbonate; lithium bromide; In N,N-dimethyl-formamide; at 150 ℃; for 3h;

Reference yield: 94.0%

5-bromo-4-oxo-N-(p-toluenesulfonyl)-4,5,6,7-tetrahydroindole (76989-06-5) → 1-(p-toluenesulphonyl)-4-hydroxyindole (81038-34-8)

Guidance literature:

With lithium carbonate; lithium bromide; In N,N-dimethyl-formamide; at 150 ℃; for 1h;

Reference yield: 93.0%

1H-indol-4-ol (2380-94-1) + p-toluenesulfonyl chloride (98-59-9) → 1-(p-toluenesulphonyl)-4-hydroxyindole (81038-34-8)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

DOI:10.1039/c1ob05058c

upstream raw materials:

1-tosyl-1H-indol-4-amine

5-chloro-4-oxo-N-(p-toluenesulfonyl)-4,5,6,7-tetrahydroindole

5-bromo-4-oxo-N-(p-toluenesulfonyl)-4,5,6,7-tetrahydroindole

3-(1,3-dioxolan-2-yl)-1-<1-<(4-methylphenyl)sulfonyl>-3-pyrrolyl>-1-propanone

Refernces

• 1、 You, Zhi-Hao,Chen, Ying-Han,Tang, Yu,Liu, Yan-Kai. "Application of E1cB Elimination in Asymmetric Organocatalytic Cascade Reactions to Construct Polyheterocyclic Compounds". supporting information. p. 8358 - 8363. Retrieved 2019/10/16.
• 2、 Wada, Yasufumi,Harayama, Yu,Kamimura, Daigo,Yoshida, Masako,Shibata, Tomoyuki,Fujiwara, Kousaku,Morimoto, Koji,Fujioka, Hiromichi,Kita, Yasuyuki. "The synthetic and biological studies of discorhabdins and related compounds". scheme or table. p. 4959 - 4976. Retrieved 2011/08/06.