2-Furancarbonitrile,5-(bromomethyl)-(9CI)

Base Information

• Chemical Name: 2-Furancarbonitrile,5-(bromomethyl)-(9CI)
• CAS No.: 148759-25-5
• Molecular Formula: C₆H₄BrNO
• Molecular Weight: 186.008
• Mol file: 148759-25-5.mol

Synonyms:5-(Bromomethyl)-2-furonitrile

Chemical Property of 2-Furancarbonitrile,5-(bromomethyl)-(9CI)

Chemical Property:

• Boiling Point: 244.8±25.0 °C(Predicted)
• PSA: 36.93000
• Density: 1.66±0.1 g/cm3(Predicted)
• LogP: 2.04618

Purity/Quality:

98%min ^*data from raw suppliers

5-(Bromomethyl)furan-2-carbonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Furancarbonitrile,5-(bromomethyl)-(9CI)

There total 4 articles about 2-Furancarbonitrile,5-(bromomethyl)-(9CI) 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:

5-hydroxymethyl-furan-2-carbonitrile (89149-70-2) → 5-(bromomethyl)furan-2-carbonitrile (148759-25-5)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 18h;

DOI:10.1021/jm990040h

Reference yield:

2-furancarbonitrile (617-90-3) → 5-(bromomethyl)furan-2-carbonitrile (148759-25-5)

Guidance literature:

Multi-step reaction with 3 steps

1: n-BuLi / tetrahydrofuran / -78 °C

2: NaBH₄ / methanol / 20 °C

3: CBr₄; PPh₃ / CH₂Cl₂

With sodium tetrahydroborate; n-butyllithium; carbon tetrabromide; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jm030025j

Reference yield:

5-cyano-2-furancarboxaldehyde (42061-89-2) → 5-(bromomethyl)furan-2-carbonitrile (148759-25-5)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄ / methanol / 20 °C

2: CBr₄; PPh₃ / CH₂Cl₂

With sodium tetrahydroborate; carbon tetrabromide; triphenylphosphine; In methanol; dichloromethane;

DOI:10.1021/jm030025j

upstream raw materials:

5-hydroxymethyl-furan-2-carbonitrile

2-furancarbonitrile

5-cyano-2-furancarboxaldehyde

Downstream raw materials:

C₂₆H₂₇N₅O₅S

5-aminomethyl-furan-2-carbonitrile; hydrochloride

Refernces

• 1、 Lee, Koo,Park, Cheol Won,Jung, Won-Hyuk,Park, Hee Dong,Lee, Sun Hwa,Chung, Kyung Ha,Park, Su Kyung,Kwon, O. Hwan,Kang, Myunggyun,Park, Doo-Hee,Lee, Sang Koo,Kim, Eunice E.,Yoon, Suk Kyoon,Kim, Aeri. "Efficacious and orally bioavailable thrombin inhibitors based on a 2,5-thienylamidine at the P1 position: Discovery of N-carboxymethyl-D-diphenylalanyl-L-prolyl[(5-amidino-2- thienyl)methyllamide". . p. 3612 - 3622. Retrieved 2007/10/03.