4-Bromobenzo[b]thiophene

Base Information

• Chemical Name: 4-Bromobenzo[b]thiophene
• CAS No.: 5118-13-8
• Molecular Formula: C8H5BrS
• Molecular Weight: 213.098
• Hs Code.: 2934999090
• European Community (EC) Number: 814-115-6
• DSSTox Substance ID: DTXSID40477434
• Nikkaji Number: J2.116.462C
• Wikidata: Q72451773
• Mol file: 5118-13-8.mol

Synonyms:4-Bromobenzo[b]thiophene;5118-13-8;4-Bromo-1-benzothiophene;4-Bromo-benzo[b]thiophene;4-BROMOBENZOTHIOPHENE;MFCD08669544;4-bromo-benzo(b)thiophene;Benzo[b]thiophene, 4-bromo-;4-bromobenzo[b]-thiophene;SCHEMBL295451;DTXSID40477434;QPBSEYFVZDMBFW-UHFFFAOYSA-N;BCP06885;RB3307;AKOS005256733;AM90104;CS-W019783;PB20282;PS-7977;SY013869;FT-0696229;EN300-108033

Chemical Property of 4-Bromobenzo[b]thiophene

Chemical Property:

• Vapor Pressure: 0.005mmHg at 25°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.: 2-8°C(protect from light)
• 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%, ^*data from raw suppliers

4-Bromo-benzo[b]thiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=C(C=CS2)C(=C1)Br
• Uses: 4-bromobenzo [b] thiophene is an important intermediate in the drug ipiprazole for the treatment of schizophrenia.

Technology Process of 4-Bromobenzo[b]thiophene

There total 28 articles about 4-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: 98.8%

Benzo[b]thiophene (95-15-8,11095-43-5) → 4-bromobenzo[b]thiophene (5118-13-8)

Guidance literature:

Benzo[b]thiophene; With dihydrogen peroxide; acetic acid; at 78 ℃; for 0.5h; Inert atmosphere;

With tetrabutylammomium bromide; sodium bromide; In water; at 120 ℃; for 20h; under 7220.48 Torr;

Reference yield: 95.0%

4-bromo-benzo[b]thiophene-2-carboxylic acid (5194-37-6) → 4-bromobenzo[b]thiophene (5118-13-8)

Guidance literature:

With acetic acid; silver carbonate; In dimethyl sulfoxide; at 120 ℃; Further stages;

Reference yield: 53.0%

4,7-dibromobenzo[b]thiophene (1391908-40-9) → 4-bromobenzo[b]thiophene (5118-13-8)

Guidance literature:

4,7-dibromobenzo[b]thiophene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

With methanol; In tetrahydrofuran; hexane; at -78 ℃;

DOI:10.1246/bcsj.20100345

upstream raw materials:

benzo[B]thiophen-4-ylamine

4-bromo-5-aminobenzothiophene

4-bromo-benzo[b]thiophene-2-carboxylic acid

1-bromo-3-(2,2-diethoxy-ethylsulfanyl)benzene

Downstream raw materials:

tert-butyl 4-(benzo[b]thiophen-4-yl)piperazine-1-carboxylate

benzo[b]thiophene-4-carbonitrile

7-[4-(4-benzo[b]thiophen-4-yl-piperazin-1-yl-2,2,3,3,5,5,6,6-d8)butoxy]-1H-quinolin-2-one

Refernces

• 1、 -. "Synthesis method of 4-bromobenzo[b]thiophene". . . Retrieved 2020/03/02.
• 2、 -. "Synthesis method of brexpiprazole intermediate 4-bromo-benzo[B]thiophene". Paragraph 0032-0061. . Retrieved 2019/04/17.