5,6-Dimethoxy-2-phenylindole

Base Information

• Chemical Name: 5,6-Dimethoxy-2-phenylindole
• CAS No.: 62663-26-7
• Molecular Formula: C16H15NO2
• Molecular Weight: 253.301
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10398960
• Wikidata: Q82201229
• Mol file: 62663-26-7.mol

Synonyms:5,6-DIMETHOXY-2-PHENYLINDOLE;62663-26-7;5,6-dimethoxy-2-phenyl-1H-indole;DTXSID10398960;AKOS024318896;CS-0367019;FT-0640845;D-4610;A833913;Ethyl5-chloro-[1,2,4]triazolo[4,3-a]pyrimidine-7-carboxylate

Chemical Property of 5,6-Dimethoxy-2-phenylindole

Chemical Property:

• Vapor Pressure: 1.06E-07mmHg at 25°C
• Melting Point: 180-181 °C(Solv: benzene (71-43-2))
• Refractive Index: 1.629
• Boiling Point: 445.1 °C at 760 mmHg
• PKA: 16.73±0.30(Predicted)
• Flash Point: 159.9 °C
• PSA: 34.25000
• Density: 1.177 g/cm³
• LogP: 3.85210
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 253.110278721
• Heavy Atom Count: 19
• Complexity: 291

Purity/Quality:

99% ^*data from raw suppliers

5,6-Dimethoxy-2-phenyl-1H-indole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C(=C1)C=C(N2)C3=CC=CC=C3)OC

Technology Process of 5,6-Dimethoxy-2-phenylindole

There total 8 articles about 5,6-Dimethoxy-2-phenylindole 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: 88.0%

1-phenyl-2-hydroxyethanone (582-24-1) + 3,4-dimethoxyaniline (6315-89-5) → 5,6-dimethoxy-2-phenyl-1H-indole (62663-26-7)

Guidance literature:

With scandium tris(trifluoromethanesulfonate); In toluene; at 80 ℃; for 10h; Molecular sieve;

DOI:10.1021/acs.orglett.6b02133

Reference yield: 71.0%

1,2-dimethoxy-4-nitro-5-styrylbenzene → 5,6-dimethoxy-2-phenyl-1H-indole (62663-26-7)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); 1,10-Phenanthroline; phenyl formate; triethylamine; In N,N-dimethyl-formamide; acetonitrile; at 100 ℃; for 6h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1002/ejoc.202100789

Reference yield: 55.0%

α-bromoacetophenone (70-11-1) + 3,4-dimethoxyaniline (6315-89-5) → 5,6-dimethoxy-2-phenyl-1H-indole (62663-26-7)

Guidance literature:

With N,N-dimethyl-aniline; at 120 - 140 ℃; for 0.75h;

DOI:10.1080/00397911.2019.1611856

upstream raw materials:

3,4-dimethoxyphenyl hydrazine

acetophenone

1-phenyl-2-hydroxyethanone

3,4-dimethoxyaniline

Downstream raw materials:

6,7-dimethoxy-2-phenyl-4H-benzo[d][1,3]oxazin-4-one

Refernces

• 1、 Umareddy, Pailla,Arava, Veera Reddy. "Facile synthesis of 3-aryl benzofurans, 3-aryl benzothiophenes, 2-aryl indoles and their dimers". supporting information. p. 2156 - 2167. Retrieved 2019/07/04.
• 2、 Lian, Xiao-Li,Lei, Hao,Quan, Xue-Jing,Ren, Zhi-Hui,Wang, Yao-Yu,Guan, Zheng-Hui. "Oxidation of 2-arylindoles for synthesis of 2-arylbenzoxazinones with oxone as the sole oxidant". . p. 8196 - 8198. Retrieved 2013/09/12.