3-(Bromomethyl)-7-chlorobenzo[b]thiophene

Base Information

• Chemical Name: 3-(Bromomethyl)-7-chlorobenzo[b]thiophene
• CAS No.: 17512-61-7
• Molecular Formula: C9H6BrClS
• Molecular Weight: 261.57
• Hs Code.: 2934999090
• UNII: LEJ77W6PRE
• DSSTox Substance ID: DTXSID80464121
• Wikidata: Q72446935
• Mol file: 17512-61-7.mol

Synonyms:17512-61-7;3-(Bromomethyl)-7-chlorobenzo[b]thiophene;3-(bromomethyl)-7-chloro-1-benzothiophene;3-(bromomethyl)-7-chloro benzo[b]thiophene;Benzo[b]thiophene, 3-(bromomethyl)-7-chloro-;LEJ77W6PRE;3-bromomethyl-7-chlorobenzo[b]thiophene;Benzo(b)thiophene, 3-(bromomethyl)-7-chloro-;FI 7009;UNII-LEJ77W6PRE;SCHEMBL3985620;DTXSID80464121;OFKWTWJUANJQNU-UHFFFAOYSA-N;BCP17795;MFCD07787461;AKOS015962359;Sertaconazole nitrate impurity B [EP];3-(Bromomethyl)-7-chlorobenzothiophene;AC-1112;FI-7009;SB14693;3-(Bromomethyl)-7-chloro-1-benzothiophen;CS-0448440;FT-0663796;EN300-103645;SERTACONAZOLE NITRATE IMPURITY B [EP IMPURITY]

Chemical Property of 3-(Bromomethyl)-7-chlorobenzo[b]thiophene

Chemical Property:

• Vapor Pressure: 0.000122mmHg at 25°C
• Refractive Index: 1.704
• Boiling Point: 345.5 °C at 760 mmHg
• Flash Point: 162.8 °C
• PSA: 28.24000
• Density: 1.693 g/cm³
• LogP: 4.44960
• Storage Temp.: 2-8°C
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 259.90621
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

99% ^*data from raw suppliers

3-(Bromomethyl)-7-chlorobenzo[b]thiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)Cl)SC=C2CBr
• Uses: Intermediate in the preparation of imidazole antifungal agents.

Technology Process of 3-(Bromomethyl)-7-chlorobenzo[b]thiophene

There total 4 articles about 3-(Bromomethyl)-7-chlorobenzo[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: 61.0%

3-methyl-7-chlorobenzo[b]thiophene (17514-68-0) → 3-Bromomethyl-7-chlorobenzothiophene (17512-61-7)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In benzene; for 5h; Solvent; Irradiation;

Reference yield: 61.0%

3-methyl-7-chlorobenzo[b]thiophene (17514-68-0) → 5-bromo-3-bromomethylbenzothiophene (1757-24-0) + 3-Bromomethyl-7-chlorobenzothiophene (17512-61-7)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; Irradiation;

DOI:10.1002/mrc.1260231006

Reference yield:

1-(2-chlorophenylthio)propan-2-one (17514-52-2) → 3-Bromomethyl-7-chlorobenzothiophene (17512-61-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: polyphosphoric acid / 5 h / 120 - 140 °C / Large scale

2.1: benzyl chloride / tetrachloromethane / Irradiation; Heating; Large scale

2.2: 5 h / Large scale

With benzyl chloride; In tetrachloromethane;

upstream raw materials:

3-methyl-7-chlorobenzo[b]thiophene

1-(2-chlorophenylthio)propan-2-one

2-chlorothiphenol

Downstream raw materials:

sertaconazole nitrate

3-methyl-7-chlorobenzo[b]thiophene

sertaconazole

1-(2,4-Dichloro-phenyl)-2-imidazol-1-yl-ethanone O-(7-chloro-benzo[b]thiophen-3-ylmethyl)-oxime

Refernces

• 1、 -. "Preparation process of sertaconazole nitrate". Paragraph 0025; 0030-0031. . Retrieved 2021/04/26.
• 2、 Nussbaumer, Peter,Petranyi, Gabor,Stuetz, Anton. "Synthesis and Structure-Activity Relationship of Benzothienylallylamine Antimycotics". . p. 65 - 73. Retrieved 2007/10/02.