5,7-dimethoxy-1H-indole

Base Information

• Chemical Name: 5,7-dimethoxy-1H-indole
• CAS No.: 27508-85-6
• Molecular Formula: C10H11 N O2
• Molecular Weight: 177.203
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID70523039
• Nikkaji Number: J2.173.727E
• Wikidata: Q82388819
• Mol file: 27508-85-6.mol

Synonyms:5,7-dimethoxy-1H-indole;27508-85-6;5,7-DIMETHOXY INDOLE;5,7-DIMETHOXYINDOLE;1H-Indole, 5,7-dimethoxy-;5, 7-dimethoxy-1H-indole;SCHEMBL1748919;DTXSID70523039;AKOS006281037;AT37430;CS-0233313;EN300-132500;Z1198147559

Chemical Property of 5,7-dimethoxy-1H-indole

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 159-160 °C(Solv: water (7732-18-5))
• Refractive Index: 1.609
• Boiling Point: 343.8°Cat760mmHg
• PKA: 16.19±0.30(Predicted)
• Flash Point: 125.7°C
• PSA: 34.25000
• Density: 1.182g/cm³
• LogP: 2.18510
• 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

5,7-DimethoxyIndole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C2C(=C1)C=CN2)OC

Technology Process of 5,7-dimethoxy-1H-indole

There total 6 articles about 5,7-dimethoxy-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: 11.7%

β-(3,5-Dimethoxyphenyl)ethanesulfonyl azide (88106-84-7) → 5,7-dimethoxy-1H-indole (27508-85-6) + 3,5-dimethoxystyrene (40243-87-6) + 3,5-Dimethoxy-6,7-dihydro-5H-1-pyrindine (93427-21-5) + 6-Methoxy-3,4-dihydro-2,1-benzothiazine 2,2-dioxide (93427-20-4) + 6,8-Dimethoxy-3,4-dihydro-2,1-benzothiazine 2,2-dioxide (93427-19-1) + 2,3-Dihydro-5,7-dimethoxyindol (82260-13-7)

Guidance literature:

at 650 ℃; under 0.03 - 0.05 Torr; Product distribution; Mechanism;

DOI:10.1021/jo00200a022

Reference yield: 7.0%

N-(3,5-dimethoxyphenethyl)-N-hydroxy-4-methoxybenzamide → 5,7-dimethoxy-1H-indole (27508-85-6) + 4-methoxybenzoic acid (100-09-4)

Guidance literature:

With sodium hydrogencarbonate; bis-[(trifluoroacetoxy)iodo]benzene; In water; at 0 ℃; for 0.0833333h;

DOI:10.1021/acs.orglett.9b04076

Reference yield:

C24H24BF2INO5(1+)*C2F3O2(1-) → 5,7-dimethoxy-1H-indole (27508-85-6) + 4-methoxybenzoic acid (100-09-4)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 ℃; for 2h; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/acs.orglett.9b04076

upstream raw materials:

β-(3,5-Dimethoxyphenyl)ethanesulfonyl azide

Downstream raw materials:

3-acetyl-5,7-dimethoxy-1-(4-fluorobenzyl)-1H-indole

ethyl 4-[1-(4-fluorobenzyl)-5,7-dimethoxy-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoate

4-[1-(4-fluorobenzyl)-5,7-dimethoxy-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoic acid

2-(5,7-dimethoxy-1-methyl-1H-indol-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine

Refernces

• 1、 Abramovitch, Rudolph A.,Holcomb, William D.,Thompson, W. Marshall,Wake, Shigeo. "Solution and Flash Vacuum Pyrolyses of β-(3,5-Disubstituted-phenyl)ethanesulfonyl Azides. Sultam, Pyrindine, and Azepine Formation". . p. 5124 - 5131. Retrieved 2007/10/02.