6-Chloro-1-methyl-1H-indole

Base Information

• Chemical Name: 6-Chloro-1-methyl-1H-indole
• CAS No.: 155868-51-2
• Molecular Formula: C9H8ClN
• Molecular Weight: 165.622
• Hs Code.: 2933990090
• European Community (EC) Number: 689-819-8
• DSSTox Substance ID: DTXSID30571677
• Nikkaji Number: J2.222.864A
• Wikidata: Q72454112
• Mol file: 155868-51-2.mol

Synonyms:6-Chloro-1-methyl-1H-indole;155868-51-2;6-chloro-1-methylindole;1H-Indole, 6-chloro-1-methyl-;MFCD09878412;6-Chloro1-methylindole;6-chloro-l-methylindole;SCHEMBL1093444;DTXSID30571677;YDLOPHRVGMIZDX-UHFFFAOYSA-N;AKOS006310151;AM90059;BS-15976;SY260495;CS-0151165;A10103;A848968

Chemical Property of 6-Chloro-1-methyl-1H-indole

Chemical Property:

• Boiling Point: 278.44 °C at 760 mmHg
• Flash Point: 122.197 °C
• PSA: 4.93000
• Density: 1.187 g/cm³
• LogP: 2.83170
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 165.0345270
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

97% ^*data from raw suppliers

6-Chloro-1-methyl-1H-indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=CC2=C1C=C(C=C2)Cl

Technology Process of 6-Chloro-1-methyl-1H-indole

There total 8 articles about 6-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: 100.0%

6-chloroindole (17422-33-2) + methyl iodide (74-88-4) → 6-chloro-1-methyl-1H-indole (155868-51-2)

Guidance literature:

6-chloroindole; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h; Schlenk technique;

methyl iodide; In tetrahydrofuran; at 20 ℃; Schlenk technique;

DOI:10.1021/acs.orglett.0c00827

Reference yield: 99.0%

6-chloro-1-methylindoline → 6-chloro-1-methyl-1H-indole (155868-51-2)

Guidance literature:

With ferrocene; tris(pentafluorophenyl)borate; In toluene; at 120 ℃; for 23.5h; under 75.0075 Torr; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1002/anie.201606426

Reference yield: 96.1%

6-chloroindole (17422-33-2) + carbonic acid dimethyl ester (616-38-6) → 6-chloro-1-methyl-1H-indole (155868-51-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 130 ℃; for 3.5h; Reflux; Green chemistry;

DOI:10.1021/op0102215

upstream raw materials:

6-chloroindole

methyl iodide

carbonic acid dimethyl ester

tetramethylammonium fluoride

Downstream raw materials:

1-methyl-1H-indole-6-carboxylic acid

N-(4-(1H-pyrrol-1-yl)phenyl)-2-(6-chloro-1-methyl-1H-indol-3-yl)-2-oxoacetamide

2-(6-chloro-1-methyl-1H-indol-3-yl)-N-(4-methoxyphenyl)-2-oxoacetamide

4-(tert-butyl)phenyl 6-chloro-1-methylindole-3-carboxylate