6-Bromobenzo[b]thiophene

Base Information

• Chemical Name: 6-Bromobenzo[b]thiophene
• CAS No.: 17347-32-9
• Molecular Formula: C8H5BrS
• Molecular Weight: 213.098
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20508710
• Wikidata: Q72451769
• Mol file: 17347-32-9.mol

Synonyms:6-Bromobenzo[b]thiophene;17347-32-9;6-Bromo-benzo[b]thiophene;6-bromo-1-benzothiophene;6-BROMOBENZOTHIOPHENE;BENZO[B]THIOPHENE, 6-BROMO-;MFCD11226847;SCHEMBL405354;6-Bromobenzo[b]thiophene, 97%;AMY7853;DTXSID20508710;OQIMJOXSDVGEBU-UHFFFAOYSA-N;BCP04573;CS-D0500;GEO-00391;AKOS005256444;MB09702;AC-33758;DS-11025;SY029162;B5523;FT-0648442;6-bromobenzothiophene;EN300-111900;A811517;AU-004/43508202;W-200166;W-200390;Z1269160602

Chemical Property of 6-Bromobenzo[b]thiophene

Chemical Property:

• Vapor Pressure: 0.005mmHg at 25°C
• Melting Point: 56.0 to 60.0 °C
• Refractive Index: 1.704
• Boiling Point: 284.713 °C at 760 mmHg
• Flash Point: 125.99 °C
• PSA: 28.24000
• Density: 1.649 g/cm³
• LogP: 3.66380
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 211.92953
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

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

6-Bromobenzo[b]thiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC2=C1C=CS2)Br
• Uses: 6-Bromobenzo[b]thiophene is a reagent for the synthesis of aminobenzo[b]thiophene 1,1-dioxides as STAT3 inhibitors with antitumor activities being an attractive therapeutic target for cancer therapy.

Technology Process of 6-Bromobenzo[b]thiophene

There total 18 articles about 6-Bromobenzo[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: 98.0%

6-bromo-1-benzothiophene-2-carboxylic acid (19075-58-2) → 6-bromobenzothiophene (17347-32-9)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl acetamide; at 200 ℃; for 2h; Microwave irradiation;

DOI:10.1021/acs.jmedchem.5b01374

Reference yield: 95.0%

(rac)-6-bromo-2,3-dihydrobenzo[b]thiophen-3-ol (737802-11-8) → 6-bromobenzothiophene (17347-32-9)

Guidance literature:

With boron trifluoride diethyl etherate; In acetic acid; at 20 - 120 ℃; for 0.0833333h;

Reference yield: 72.0%

1-bromo-3-(2,2-diethoxy-ethylsulfanyl)benzene (17347-29-4) → 6-bromobenzothiophene (17347-32-9)

Guidance literature:

With polyphosphoric acid; In 1,2-dichloro-ethane; for 3h; Reflux;

upstream raw materials:

6-bromo-benzo[b]thiophen-3-ol

1-bromo-3-[(2,2-dimethoxyethyl)sulfanyl]benzene

6-bromo-1-benzothiophene-2-carboxylic acid

3-Bromothiophenol

Downstream raw materials:

benzo[b]thiophene-6-carbonitrile

benzo[b]thiophene-4-carbonitrile

1-(6-bromo-benzo[b]thiophen-2-yl)-2,2,2-trifluoro-ethanone

6-{2-[4-(2-dimethylamino-ethoxy)-phenyl]-5-pyridin-4-yl-3H-imidazol-4-yl}-benzo[b]thiophene-3-carbaldehyde

Refernces

• 1、 -. "BIARYL DERIVATIVE AS GPR120 AGONIST". Paragraph 0610. . Retrieved 2017/11/17.
• 2、 -. "SPIRO-OXADIAZOLINE COMPOUNDS AS AGONISTS OF α-7-NICOTINIC ACETYLCHOLINE RECEPTORS". . . Retrieved 2015/05/19.