6-Methylindole

Base Information

• Chemical Name: 6-Methylindole
• CAS No.: 3420-02-8
• Molecular Formula: C9H9N
• Molecular Weight: 131.177
• Hs Code.: 29339900
• Mol file: 3420-02-8.mol

Synonyms:Indole,6-methyl- (7CI,8CI);6-Methyl-1H-indole;

Chemical Property of 6-Methylindole

Chemical Property:

• Appearance/Colour: clear yellow to light brown liquid after melting
• Vapor Pressure: 0.02mmHg at 25°C
• Melting Point: 29-32 °C
• Refractive Index: n20/D 1.607(lit.)
• Boiling Point: 260.3 °C at 760 mmHg
• PKA: 17.36±0.30(Predicted)
• Flash Point: 109.6 °C
• PSA: 15.79000
• Density: 1.11 g/cm³
• LogP: 2.47630
• Storage Temp.: 0-6°C
• Sensitive.: Light Sensitive
• Water Solubility.: Insoluble in water.

Purity/Quality:

99% ^*data from raw suppliers

6-Methyl-1H-indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 6-Methylindole was used in the synthesis of benz[c,d]indol-3(1H)-one derivatives. Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulatorsReactant for preparation of indole linked triazole derivatives as antifungal agentsReactant for preparation of N-β-D-xylosyl-indole derivatives as SGLT2 inhibitors for management of hyperglycemia in diabetesReactant for preparation of aminoguanidine derivatives of arylsulfonylacylindoles as antifungal agentsReactant for preparation of indolylindazoles and indolylpyrazolopyridines as interleukin-2 inducible T cell kinase inhibitorsReactant for preparation of arylsulfonylacetylindoles as anti-HIV-1 agents

Technology Process of 6-Methylindole

There total 6 articles about 6-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: 74.0%

benzyl 2-cyano-2-(2-nitro-4-methylphenyl)ethanoate → 6-methylindole (3420-02-8) + 2,3-dihydro-6-methyl-1H-indole (86911-82-2) + 2-(2-amino-ethyl)-5-methyl-phenylamine

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; In ethanol; water; at 25 ℃; for 18h; under 2585.74 Torr;

DOI:10.1081/SCC-120021501

Reference yield: 70.2%

4-methyl-β-phenethylsulfonyl azide (54664-51-6) → 6-methylindole (3420-02-8) + 6,7-dihydro-4-methyl-5H-1-pyrindine (54664-54-9) + 1-ethenyl-4-methylbenzene (622-97-9,24936-41-2) + 2,3-dihydro-6-methyl-1H-indole (86911-82-2)

Guidance literature:

at 650 ℃; for 7.22222E-05h; Product distribution;

DOI:10.1021/ja00396a039

Reference yield: 39.0%

ethylene glycol (107-21-1) + 1-amino-3-methylbenzene (108-44-1) → 6-methylindole (3420-02-8) + 4-methyl-1H-indole (16096-32-5,261352-49-2) + 1-(2-hydroxyethyl)amino-3-methylbenzene (102-41-0) + 1,4-bis(3-methylphenyl)piperazine (3477-33-6)

Guidance literature:

With palladium on activated charcoal; zinc(II) oxide; In water; at 150 ℃; for 24h; Sealed tube;

DOI:10.1016/j.tet.2017.08.006

upstream raw materials:

4-methyl-β-phenethylsulfonyl azide

N-(2,2-Diethoxy-ethyl)-2,2,2-trifluoro-N-m-tolyl-acetamide

triethanolamine

1-amino-3-methylbenzene

Downstream raw materials:

2,5-dichloro-3-(6-methyl-1H-indol-3-yl)[1,4]benzoquinone

6-methyl-1H-indole-3-carboxaldehyde

2,2,2-trifluoro-1-(6-methyl-1H-indol-3-yl)-ethanone

C₁₉H₂₁NO

Refernces

• 1、 Walkington, Andrew,Gray, Matthew,Hossner, Frank,Kitteringham, John,Voyle, Martyn. "A simple two-step synthesis of indoles". . p. 2229 - 2233. Retrieved 2007/10/03.
• 2、 Cho, Chan Sik,Kim, Jin Hwang,Shim, Sang Chul. "Ruthenium-catalyzed synthesis of indoles from anilines and trialkanolammonium chlorides in an aqueous medium". . p. 1811 - 1814. Retrieved 2007/10/03.