6-Methoxybenzo[b]thiophene

Base Information

• Chemical Name: 6-Methoxybenzo[b]thiophene
• CAS No.: 90560-10-4
• Molecular Formula: C9H8OS
• Molecular Weight: 164.228
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70545514
• Nikkaji Number: J651.644K
• Wikidata: Q82423039
• Mol file: 90560-10-4.mol

Synonyms:6-Methoxybenzo[b]thiophene;90560-10-4;6-methoxy-1-benzothiophene;Benzo[b]thiophene, 6-methoxy-;6-Methoxybenzothiophene;6-methoxy-benzo[b]thiophene;6-Methoxybenzo(b)thiophene;MFCD13181215;Benzo[b]thiophene,6-methoxy-;6-methoxybenzo[b]-thiophene;6-Methoxy -benzo[b]thiophene;SCHEMBL155194;6-(methyloxy)-1-benzothiophene;DTXSID70545514;BCP31108;CS-B0373;AKOS016009085;GS-6187;SB22884;SY122383;A852650;6-Methoxy-1-benzothiophene;1-benzothiophen-6-yl methyl ether

Chemical Property of 6-Methoxybenzo[b]thiophene

Chemical Property:

• Vapor Pressure: 0.012mmHg at 25°C
• Melting Point: 38-39 °C
• Boiling Point: 268.874oC at 760 mmHg
• Flash Point: 116.411oC
• PSA: 37.47000
• Density: 1.198g/cm3
• LogP: 2.90990
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 164.02958605
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-Methoxybenzo[B]thiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C=CS2

Technology Process of 6-Methoxybenzo[b]thiophene

There total 23 articles about 6-Methoxybenzo[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: 73.0%

2,3-dihydro-6-methoxybenzo[b]thiophen-3-one (5858-22-0) → 6-methoxy-benzo[b]thiophene (90560-10-4)

Guidance literature:

With sodium hydroxide; sodium tetrahydroborate; In methanol; Heating;

DOI:10.1055/s-2002-19752

Reference yield: 70.0%

6-bromobenzothiophene (17347-32-9) + sodium methylate (124-41-4) → 6-methoxy-benzo[b]thiophene (90560-10-4)

Guidance literature:

With copper(ll) bromide; In methanol; N,N-dimethyl-formamide; at 110 ℃; for 5h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c04114

Reference yield: 63.0%

1-[(2,2-diethoxyethyl)sulfanyl]-3-methoxybenzene (96803-85-9) → 6-methoxy-benzo[b]thiophene (90560-10-4)

Guidance literature:

1-[(2,2-diethoxyethyl)sulfanyl]-3-methoxybenzene; With methanesulfonic acid; Celite; In hexane; for 1h; Heating / reflux;

With triethylamine; at 20 ℃;

upstream raw materials:

6-methoxy-benzothiophene-3-ol

1-<(2,2-dimethoxyethyl)thio>-3-methoxybenzene

1-[(2,2-diethoxyethyl)sulfanyl]-3-methoxybenzene

phosphoric acid

Downstream raw materials:

1-{2-[4-(6-methoxy-benzo[b]thiophen-3-yloxy)-phenoxy]-ethyl}-piperidine

1-{2-[4-(6-methoxy-1,1-dioxo-1H-1λ6-benzo[b]thiophen-3-yloxy)-phenoxy]-ethyl}-piperidine

6-methoxy-3-[4-(2-piperidin-1-yl-ethoxy)-phenoxy]-2-bromobenzo[b]thiophene

1-{2-[4-(2-bromo-6-methoxy-1,1-dioxo-1H-1λ6-benzo[b]thiophen-3-yloxy)-phenoxy]-ethyl}-piperidine

Refernces

• 1、 Hu, Fangdong,Jia, Jie,Li, Ximing,Xia, Ying. "Enantioselective hydroarylation or hydroalkenylation of benzo[b]thiophene 1,1-dioxides with organoboranes". supporting information. p. 896 - 901. Retrieved 2021/02/01.
• 2、 -. "PD-1/PD-L1 small-molecule inhibitor and preparation method and application thereof". . . Retrieved 2019/05/08.