4,6-dimethyl-1H-indole

Base Information

• Chemical Name: 4,6-dimethyl-1H-indole
• CAS No.: 75948-77-5
• Molecular Formula: C10H11N
• Molecular Weight: 145.2
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID70431428
• Nikkaji Number: J1.282.477G
• Wikidata: Q72470678
• Mol file: 75948-77-5.mol

Synonyms:4,6-dimethyl-1H-indole;75948-77-5;4,6-Dimethylindole;MFCD07367957;1H-Indole, 4,6-dimethyl-;SCHEMBL1294597;AMY7339;DTXSID70431428;WUCQJZHJZJSFLU-UHFFFAOYSA-N;AKOS006228890;AB31499;AC-14321;CS-0146476;FT-0646528;E81880;EN300-196765

Chemical Property of 4,6-dimethyl-1H-indole

Chemical Property:

• Vapor Pressure: 0.009mmHg at 25°C
• Refractive Index: 1.636
• Boiling Point: 275.282 °C at 760 mmHg
• PKA: 17.72±0.30(Predicted)
• Flash Point: 115.996 °C
• PSA: 15.79000
• Density: 1.08 g/cm³
• LogP: 2.78470
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 145.089149355
• Heavy Atom Count: 11
• Complexity: 144

Purity/Quality:

98%min ^*data from raw suppliers

4,6-dimethyl-1H-indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C2C=CNC2=C1)C

Technology Process of 4,6-dimethyl-1H-indole

There total 1 articles about 4,6-dimethyl-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: 30.0%

ethylene glycol (107-21-1) + 3,5-dimethylaminoaniline (108-69-0) → 4,6-dimethyl-1H-indole (75948-77-5) + 2-((3,5-dimethylphenyl)amino)ethanol (857035-61-1) + bis (dimethyl-3',5'-phenyl-1)-1,4-piperazine (110993-38-9) + N,N'-bis(3,5-dimethylphenyl)-1,2-ethanediamine

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

Reference yield: 27.0%

4,6-dimethyl-1H-indole (75948-77-5) + 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride (4330-21-6) → 1',2'-Dideoxy-1'-(4,6-dimethylindolyl)-3',5'-di-O-toluoyl-β-D-ribofuranose

Guidance literature:

With sodium hydride; In acetonitrile; 1.) 0 deg C, 30 min, 2.) overnight;

DOI:10.1021/jo00103a013

Reference yield:

4,6-dimethyl-1H-indole (75948-77-5) → N-(1-cyclohexylmethyl-4,6-dimethylindolin-7-yl)-2,2-dimethylpropanamide

Guidance literature:

Multi-step reaction with 8 steps

1: NaBH₃CN; AcOH / 1 h / 5 °C

2: CHCl₃ / 1 h / 20 °C

3: 83 percent / Br₂; AcOH

4: 93 percent / HNO₃; H₂SO₄ / acetic acid / 6 h / 5 °C

5: H₂ / 5 percent Pd/C / methanol / 10 h / 30 °C / 2280 Torr

6: Et₃N / CHCl₃ / 1 h / 20 °C

7: 65 percent / aq. NaOH / methanol / 7 h / Heating

8: K₂CO₃ / dimethylformamide / 10 h / 40 °C

With sodium hydroxide; sulfuric acid; hydrogen; bromine; nitric acid; sodium cyanoborohydride; potassium carbonate; acetic acid; triethylamine; palladium on activated charcoal; In methanol; chloroform; acetic acid; N,N-dimethyl-formamide; 1: Hydrogenation / 2: Acetylation / 3: Bromination / 4: Nitration / 5: Reduction / 6: Acylation / 7: Deacetylation / 8: Alkylation;

DOI:10.1248/cpb.48.817

upstream raw materials:

ethylene glycol

3,5-dimethylaminoaniline

Downstream raw materials:

N-(4,6-dimethyl-1-pentylindolin-7-yl)-2,2-dimethylpropanamide

Refernces