3-Acetyl-2-chloro-1-methylindole

Base Information

• Chemical Name: 3-Acetyl-2-chloro-1-methylindole
• CAS No.: 65287-75-4
• Molecular Formula: C11H10ClNO
• Molecular Weight: 207.659
• DSSTox Substance ID: DTXSID40356194
• Wikidata: Q82135426
• Mol file: 65287-75-4.mol

Synonyms:3-acetyl-2-chloro-1-methylindole;65287-75-4;1-(2-chloro-1-methyl-1H-indol-3-yl)ethanone;1-(2-chloro-1-methylindol-3-yl)ethanone;SCHEMBL4106684;DTXSID40356194;LLZZEZGLIGDVLB-UHFFFAOYSA-N;1-(2-chloro-1-methyl-1H-indol-3-yl)ethan-1-one

Chemical Property of 3-Acetyl-2-chloro-1-methylindole

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 207.0450916
• Heavy Atom Count: 14
• Complexity: 243

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C(N(C2=CC=CC=C21)C)Cl

Technology Process of 3-Acetyl-2-chloro-1-methylindole

There total 2 articles about 3-Acetyl-2-chloro-1-methylindole 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:

2-chloroindole-3-carboxaldehyde (5059-30-3) → 3-acetyl-2-chloro-1-methyl-1H-indole (65287-75-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 97 percent / NaH; KH / tetrahydrofuran / Heating

2.1: tetrahydrofuran

2.2: 96 percent / TPAP; NMO

With potassium hydride; sodium hydride; In tetrahydrofuran;

DOI:10.1021/ol016379r

Reference yield:

1-methylindole (603-76-9) + 1-Methyl-2-chloroindole (65610-58-4) + acetyl chloride (75-36-5) → N-methyl-3-acetylindole (19012-02-3) + 3-acetyl-2-chloro-1-methyl-1H-indole (65287-75-4) + 1,1′-dimethyl-1H,1′H-2,3′-biindole (63955-66-8)

Guidance literature:

With diethylaluminium chloride; In hexane; dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/jo902515z

Reference yield: 89.0%

3-acetyl-2-chloro-1-methyl-1H-indole (65287-75-4) + phenylmethanethiol (100-53-8) → 1-(2-(benzylthio)-1-methyl-1H-indol-3-yl)ethan-1-one

Guidance literature:

phenylmethanethiol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h;

3-acetyl-2-chloro-1-methyl-1H-indole; In N,N-dimethyl-formamide; at 75 ℃; for 12h;

DOI:10.1039/d0gc02618b

upstream raw materials:

2-chloroindole-3-carboxaldehyde

1-methylindole

1-Methyl-2-chloroindole

acetyl chloride

Downstream raw materials:

1,2-dimethyl-1H-indole-3-carbonitrile

3,8-Dimethylisoxazolo<3,4-b>indole

1-methyl-2-phenylamino-3-(1-phenyliminoethylene)indole

1-(1-methyl-2-phenoxy-1H-indol-3-yl)ethanone