5,6-Dimethoxyindoline

Base Information

• Chemical Name: 5,6-Dimethoxyindoline
• CAS No.: 15937-07-2
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.219
• Hs Code.: 2933990090
• European Community (EC) Number: 927-137-7
• DSSTox Substance ID: DTXSID70453786
• Wikidata: Q82275025
• Mol file: 15937-07-2.mol

Synonyms:5,6-dimethoxyindoline;15937-07-2;5,6-dimethoxy-2,3-dihydro-1H-indole;1H-Indole, 2,3-dihydro-5,6-dimethoxy-;MFCD09734896;5,6-dimethoxy indoline;SCHEMBL5564105;DTXSID70453786;DPRMKYPHVPDUIH-UHFFFAOYSA-N;ZB0546;AKOS009132678;CS-W006684;SB66202;DS-14542;AM20030072;EN300-98800;F11824;A810027;Z259726284

Chemical Property of 5,6-Dimethoxyindoline

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 105℃ (benzene )
• Boiling Point: 301.244oC at 760 mmHg
• PKA: 5.72±0.20(Predicted)
• Flash Point: 116.88oC
• PSA: 30.49000
• Density: 1.102g/cm3
• LogP: 1.80980
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 174

Purity/Quality:

99.9% ^*data from raw suppliers

5,6-Dimethoxyindoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C(=C1)CCN2)OC
• Uses: 5,6-Dimethoxyindoline is used in preparation of Biphenyl derivatives for treating obstructive airways disease.

Technology Process of 5,6-Dimethoxyindoline

There total 5 articles about 5,6-Dimethoxyindoline 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: 92.0%

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

Guidance literature:

With sodium cyanoborohydride; acetic acid; for 0.5h; Ambient temperature;

DOI:10.1021/jm960734f

Reference yield: 80.0%

2-(3,4-dimethoxyphenyl)-ethylamine (120-20-7) → 5,6-dimethoxyindoline (15937-07-2)

Guidance literature:

With naphthalene-1,4-dicarbonitrile; oxygen; In methanol; Irradiation; or with 9,10-dihydroanthracene, MeCN;

DOI:10.1016/S0040-4039(00)98075-4

Reference yield: 36.0%

2-(2-bromo-4,5-dimethoxyphenylphenyl)ethan-1-amine (63375-81-5) → 5,6-dimethoxyindoline (15937-07-2)

Guidance literature:

With copper(l) iodide; potassium carbonate; L-proline; In dimethyl sulfoxide; at 70 ℃; for 45h; Inert atmosphere;

DOI:10.1016/j.bmc.2011.02.006

upstream raw materials:

2-(3,4-dimethoxyphenyl)-ethylamine

5,6-dimethoxyindole

2-(2-bromo-4,5-dimethoxyphenylphenyl)ethan-1-amine

2,2,2-trifluoro-N-<2-(2-iodo-4,5-dimethoxyphenyl)ethyl>acetamide

Downstream raw materials:

5-bromo-N-(4-(5,6-dimethoxyindolin-1-yl)butyl)-2,3-dimethoxybenzamide

5,6-dimethoxyindole

5,6-dimethoxy-1-(4-nitrophenyl)-indoline

5,6-dihydroxyindoline hydrobromide

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、 -. "NOVEL PYRAZOLE AND IMIDAZOLE DERIVATIVES USEFUL AS OREXIN ANTAGONISTS". Page/Page column 44. . Retrieved 2012/09/10.