2-(Bromomethyl)-1-benzothiophene-5-carbonitrile

Base Information

• Chemical Name: 2-(Bromomethyl)-1-benzothiophene-5-carbonitrile
• CAS No.: 105191-43-3
• Molecular Formula: C₁₀H₆BrNS
• Molecular Weight: 252.134
• DSSTox Substance ID: DTXSID40544014
• Wikidata: Q82420987
• Mol file: 105191-43-3.mol

Synonyms:105191-43-3;2-(Bromomethyl)-1-benzothiophene-5-carbonitrile;SCHEMBL7389099;DTXSID40544014;TYQFPOCJHOKFIR-UHFFFAOYSA-N;2-bromomethylbenzo[b]thiophene-5-carbonitrile;2-bromomethylbenzo[b]-thiophene-5-carbonitrile

Chemical Property of 2-(Bromomethyl)-1-benzothiophene-5-carbonitrile

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 250.94043
• Heavy Atom Count: 13
• Complexity: 234

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1C#N)C=C(S2)CBr

Technology Process of 2-(Bromomethyl)-1-benzothiophene-5-carbonitrile

There total 6 articles about 2-(Bromomethyl)-1-benzothiophene-5-carbonitrile 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: 87.0%

2-(hydroxymethyl)benzo[b]thiophene-5-carbonitrile (105191-15-9) → 2-(Brommethyl)benzothiophen-5-carbonitril (105191-43-3)

Guidance literature:

for 14h;

Reference yield:

2-chloro-5-nitrobenzyl alcohol (80866-80-4) → 2-(Brommethyl)benzothiophen-5-carbonitril (105191-43-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 83 percent / Fe, conc. HCl / ethanol; H₂O / 3 h / Heating

2: 1.) HCl, NaNO₂ , 2.) Ni-(II)-chloride / 1.) H₂O , glacial acetic acid, 0-5 deg C , 30 min , 2.) 15 min , water , reflux

3: 66 percent

4: 72 percent / K₂CO₃ / ethanol / 1 h / 60 °C

5: 78 percent

6: 87 percent / 14 h

With hydrogenchloride; iron; potassium carbonate; nickel dichloride; sodium nitrite; In ethanol; water;

Reference yield:

4-chloro-3-formylbenzonitrile (105191-41-1) → 2-(Brommethyl)benzothiophen-5-carbonitril (105191-43-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / K₂CO₃ / ethanol / 1 h / 60 °C

2: 78 percent

3: 87 percent / 14 h

With potassium carbonate; In ethanol;

upstream raw materials:

2-(hydroxymethyl)benzo[b]thiophene-5-carbonitrile

2-chloro-5-nitrobenzyl alcohol

4-chloro-3-formylbenzonitrile

4-chloro-5-hydroxymethyl aniline

Downstream raw materials:

<(5-Cyan-1,1-dioxobenzothien-2-yl)methyl>triphenylphosphoniumbromid

<(5-Cyanbenzothien-2-yl)methyl>triphenylphosphoniumbromid