3-chloro-1-methyl-1H-indole

Base Information

• Chemical Name: 3-chloro-1-methyl-1H-indole
• CAS No.: 124589-41-9
• Molecular Formula: C9H8ClN
• Molecular Weight: 165.622
• Mol file: 124589-41-9.mol

Synonyms:3-chloro-1-methyl-1H-indole;1H-Indole,3-chloro-1-methyl;N-methyl-3-chloroindole;3-chloro-N-methylindole;

Chemical Property of 3-chloro-1-methyl-1H-indole

Chemical Property:

• PSA: 4.93000
• LogP: 2.83170

Purity/Quality:

99% ^*data from raw suppliers

3-Chloro-1-methyl-1H-indole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-chloro-1-methyl-1H-indole

There total 8 articles about 3-chloro-1-methyl-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: 93.0%

1-methylindole (603-76-9) → 3-chloro-1-methyl-1H-indole (124589-41-9)

Guidance literature:

With sodium hypochlorite; N-triflyl-(L)-tert-leucine tert-butyl ester; In dichloromethane; at 20 ℃; for 8h;

DOI:10.1021/acs.orglett.9b03456

Reference yield: 83.0%

1-methylindole (603-76-9) + ethylphenylsulfoxide (51207-25-1,67529-33-3,104113-36-2,4170-80-3) → Ethyl phenyl sulfide (622-38-8) + 3-chloro-1-methyl-1H-indole (124589-41-9)

Guidance literature:

With chloro-trimethyl-silane; In dichloromethane; at 25 ℃; for 0.333333h;

DOI:10.1002/adsc.201901492

Reference yield: 56.0%

1-methylindole (603-76-9) → 3-chloro-1-methyl-1H-indole (124589-41-9) + 4-methyl-4H-[1,2,5]thiadiazolo[3,4-b]indole

Guidance literature:

With trithiazyl trichloride; In tetrachloromethane; Heating;

upstream raw materials:

1-methylindole

1-methyl-3-indolecarboxylic acid

N-chloro-N-methyl-4-toluene sulphonamide

ethylphenylsulfoxide

Downstream raw materials:

1-methyl-2-(4-methylphenyl)indole

3-chloro-2-(p-tolyl)-1-methylindole

3-chloro-2-(4-methoxyphenyl)-N-methylindole

3-chloro-N-methyl-2-(o-tolyl)indole

Refernces

• 1、 Gu, Xiaoting,Liang, Taoyuan,Wei, Wanxing,Zhang, Xiaoxiang,Zhang, Yingying,Zhang, Zhuan. "Synthesis of 3-halogenated 2,3′-biindoles by a copper-mediated 2,3-difunctionalization of indoles". supporting information. p. 10403 - 10407. Retrieved 2021/12/17.
• 2、 Li, Zhaojie,Tang, Menghan,Hu, Chenyang,Yu, Shouyun. "Atroposelective Haloamidation of Indoles with Amino Acid Derivatives and Hypohalides". supporting information. p. 8819 - 8823. Retrieved 2019/11/11.