5,6-Dimethoxyindole

Base Information

• Chemical Name: 5,6-Dimethoxyindole
• CAS No.: 14430-23-0
• Molecular Formula: C10H11NO2
• Molecular Weight: 177.203
• Hs Code.: 29339900
• European Community (EC) Number: 238-402-5
• UNII: SUC7PK4K57
• DSSTox Substance ID: DTXSID40162671
• Nikkaji Number: J217.011F
• Wikidata: Q72467987
• ChEMBL ID: CHEMBL109606
• Mol file: 14430-23-0.mol

Synonyms:5,6-dimethoxyindole

Chemical Property of 5,6-Dimethoxyindole

Chemical Property:

• Appearance/Colour: Beige powder
• Vapor Pressure: 0.0006mmHg at 25°C
• Melting Point: 154-157 °C(lit.)
• Refractive Index: 1.608
• Boiling Point: 320.3 °C at 760 mmHg
• PKA: 16.93±0.30(Predicted)
• Flash Point: 117.4 °C
• PSA: 34.25000
• Density: 1.182 g/cm³
• LogP: 2.18510
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 177.078978594
• Heavy Atom Count: 13
• Complexity: 174

Purity/Quality:

99%, ^*data from raw suppliers

5,6-Dimethoxyindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C=C2C(=C1)C=CN2)OC
• Uses: 5,6-Dimethoxyindole is an indole derivative as analgesic antiinflammatory. It was used in the synthesis of N-benzyl-N-cyclopropyl-5,6-dimethoxyindole-3-glyoxalamide.

Technology Process of 5,6-Dimethoxyindole

There total 41 articles about 5,6-Dimethoxyindole 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: 95.0%

-1,2-dimethoxy-4-nitro-5-(2-nitrovinyl)-benzene (16551-84-1) → 5,6-dimethoxyindole (14430-23-0)

Guidance literature:

With silica gel; iron; In cyclohexane; acetic acid; benzene; for 1h; Heating;

DOI:10.1021/jo00167a045

Reference yield: 90.9%

ethylene glycol (107-21-1) + 3,4-dimethoxyaniline (6315-89-5) → 5,6-dimethoxyindole (14430-23-0)

Guidance literature:

With hydrogen; In ethanol; at 300 ℃; under 3750.38 Torr;

Reference yield: 82.0%

5,6-dimethoxyindoline (15937-07-2) → 5,6-dimethoxyindole (14430-23-0)

Guidance literature:

With dichloro[1,3-bis(2-methylphenyl)-2-imidazolidinylidene](benzylidene) (tricyclohexylphosphine) ruthenium(II); oxygen; In ethyl acetate; at 70 ℃; for 46h; under 760.051 Torr; Reagent/catalyst; Solvent; Sealed tube;

DOI:10.1002/chem.202001961

upstream raw materials:

5,6-dimethoxyindole-2-carboxylic acid

2-(4,5-dimethoxy-2-nitrophenyl)acetonitrile

(2-amino-4,5-dimethoxy-phenyl)-acetonitrile

1-acetyl-5,6-dimethoxy-1H-indole

Downstream raw materials:

methyl N-(diphenylmethylene)-5,6-dimethoxytryptophanate

AG 1693

5,6-dimethoxy-3-(1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

5,6-dimethoxy-3-(1-benzyl-1,2,5,6-tetrahydropyridin-3-yl)-1H-indole

Refernces

• 1、 Kawauchi, Daichi,Noda, Kenta,Komatsu, Yoshiyuki,Yoshida, Kei,Ueda, Hirofumi,Tokuyama, Hidetoshi. "Aerobic Dehydrogenation of N-Heterocycles with Grubbs Catalyst: Its Application to Assisted-Tandem Catalysis to Construct N-Containing Fused Heteroarenes". supporting information. p. 15793 - 15798. Retrieved 2020/10/12.
• 2、 Volvoikar, Prajesh S.,Tilve. "Tandem Wittig – Reductive annulation decarboxylation approach for the synthesis of indole and 2-substituted indoles". supporting information. p. 1851 - 1854. Retrieved 2018/04/14.