6-Methoxy-2-(4-methoxyphenyl)benzo[b]thiophene

Base Information

• Chemical Name: 6-Methoxy-2-(4-methoxyphenyl)benzo[b]thiophene
• CAS No.: 63675-74-1
• Molecular Formula: C16H14O2S
• Molecular Weight: 270.352
• Hs Code.: 2934999090
• European Community (EC) Number: 264-408-2
• DSSTox Substance ID: DTXSID20213054
• Nikkaji Number: J286.540H
• Wikidata: Q72490228
• Mol file: 63675-74-1.mol

Synonyms:63675-74-1;6-Methoxy-2-(4-methoxyphenyl)benzo[b]thiophene;6-methoxy-2-(4-methoxyphenyl)-1-benzothiophene;6-methoxy-2-(4-methoxyphenyl)benzobithiophene;6-Methoxy-2-(4-methoxyphenyl)benzothiophene;6-Methoxy-2-(4-methoxyphenyl)benzo(b)thiophene;C16H14O2S;2-(4-Methoxyphenyl)-6-methoxybenzo[b]thiophene;Benzo[b]thiophene, 6-methoxy-2-(4-methoxyphenyl)-;EINECS 264-408-2;MFCD02083138;2-(4-Methoxy phenyl)-6-methoxy benzo[b]thiophene;MLS006011668;SCHEMBL1665299;DTXSID20213054;AMY21951;BCP08882;AKOS005100762;7M-358S;CS-W009444;SMR002530445;SY030955;4-Methoxyphenyl-6-methoxybenzo[b]thiophene;2-(4-methoxyphenyl)-6-methoxybenzothiophene;A8762;FT-0640902;M2345;F16241;2-(4'-methoxyphenyl)-6-methoxybenzo[b]thiophene;2-(4--methoxyphenyl)-6-methoxybenzo[b]thiophene;2-(4-Methoxyphenyl)-6-methoxy-1-benzothiophene;6-methoxy-2-(4-methoxyphenyl)-benzo[b]thiophene;6-methoxy-2-(4-methoxyphenyl)benzo [b]thiophene;6-methoxy-2-(4-methoxyphenyl)benzo-[b]thiophene;6-methoxy-2-(4-methoxyphenyl) -benzo[b]thiophene;SR-01000944931;2-(4'-methoxyphenyl) - 6-methoxybenzo[b]thiophene;6-Methoxy-2-(4-methoxy-phenyl) -benzo[b]thiophene;SR-01000944931-1;W-104887;4-(6-methoxy-1-benzothiophen-2-yl)phenyl methyl ether

Chemical Property of 6-Methoxy-2-(4-methoxyphenyl)benzo[b]thiophene

Chemical Property:

• Appearance/Colour: white to almost white crystalline powder
• Vapor Pressure: 2.19E-07mmHg at 25°C
• Melting Point: 191-197 °C
• Refractive Index: 1.629
• Boiling Point: 435.7 °C at 760 mmHg
• Flash Point: 217.3 °C
• PSA: 46.70000
• Density: 1.194 g/cm³
• LogP: 4.58550
• Storage Temp.: Refrigerator
• Solubility.: Chloroform
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 270.07145086
• Heavy Atom Count: 19
• Complexity: 289

Purity/Quality:

99% ^*data from raw suppliers

6-Methoxy-2-(4-methoxyphenyl)benzo[b]thiophene >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=CC3=C(S2)C=C(C=C3)OC
• Uses: Intermediate in the production of Reloxifene impurities

Technology Process of 6-Methoxy-2-(4-methoxyphenyl)benzo[b]thiophene

There total 32 articles about 6-Methoxy-2-(4-methoxyphenyl)benzo[b]thiophene 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: 89.0%

(5-methoxy-2-((4-methoxyphenyl)ethynyl)phenyl)(methyl)-sulfane (1163701-10-7) → 2-(4'-methoxyphenyl)-6-methoxybenzothiophene (63675-74-1)

Guidance literature:

With trifluoroacetic acid; silver(l) oxide; at 25 ℃; for 1.5h; Schlenk technique;

DOI:10.1002/ejoc.202001465

Reference yield: 85.0%

6-methoxy-benzo[b]thiophene (90560-10-4) + para-iodoanisole (696-62-8) → 2-(4'-methoxyphenyl)-6-methoxybenzothiophene (63675-74-1)

Guidance literature:

With dichloro(2,2'-bipyridine)nickel(II); lithium hexamethyldisilazane; In 2-methyltetrahydrofuran; at 120 ℃; for 16h; regiospecific reaction; Schlenk technique; Sealed tube; Inert atmosphere; Glovebox;

DOI:10.1039/d0gc00917b

Reference yield: 81.0%

para-iodoanisole (696-62-8) + 6-methoxy-benzo[b]thiophen-2-yl boronic acid (182133-35-3) → 2-(4'-methoxyphenyl)-6-methoxybenzothiophene (63675-74-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; at 110 ℃; for 12h; Ionic liquid; Inert atmosphere;

DOI:10.2174/157017809787003133

upstream raw materials:

α-(3-methoxyphenyl-thio)-4-methoxyacetophenone

4-methoxyphenylboronic acid

4-methoxyphenylacetylen

1-bromo-4-methoxy-benzene

Downstream raw materials:

3-(5-bromopentanoyl)-6-methoxy-2-(4-methoxyphenyl)-benzo[b]thiophene

3-(11-bromoundecanoyl)-6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophene

6-methoxy-2-(4-methoxyphenyl)-3-(4-fluorobenzoyl)benzo[b]thiophene

4-Bromophenyl-[6-methoxy-2-(4-methoxy-phenyl)benzo[b]thien-3-yl]methanone

Refernces

• 1、 Bai, Chengfeng,Luo, Guoshun,Ren, Shengnan,Wu, Shuangjie,Xiang, Hua,Zhu, Meiqi. "Benzothiophene derivatives as selective estrogen receptor covalent antagonists: Design, synthesis and anti-ERα activities". . . Retrieved 2021/09/13.
• 2、 Brutiu, Bogdan R.,Klose, Immo,Maulide, Nuno. "Facile C-S Bond Cleavage of Aryl Sulfoxides Promoted by Bronsted Acid". supporting information. p. 488 - 490. Retrieved 2021/03/09.