3-(2-(7-Chloroquinolin-2-yl)vinyl)benzaldehyde

Base Information

• Chemical Name: 3-(2-(7-Chloroquinolin-2-yl)vinyl)benzaldehyde
• CAS No.: 120578-03-2
• Molecular Formula: C18H12ClNO
• Molecular Weight: 293.752
• European Community (EC) Number: 421-800-1,601-346-0
• UNII: 7A6GHC3KVE
• Nikkaji Number: J1.805.790E,J908.226C
• Mol file: 120578-03-2.mol

Synonyms:120578-03-2;3-(2-(7-Chloroquinolin-2-yl)vinyl)benzaldehyde;115104-40-0;(E)-3-(2-(7-chloroquinolin-2-yl)vinyl)benzaldehyde;(E)-3-[2-(7-CHLORO-2-QUINOLINYL)ETHENYL]BENZALDEHYDE;3-(2-(7-chloroquinoline-2-yl)-(e)-vinyl)benzaldehyde;3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]benzaldehyde;7A6GHC3KVE;3-[2-(7-Chloro-2-quinolyl)vinyl]benzaldehyde;EC 421-800-1;3-[2-(7-Chloroquinolin-2-yl)vinyl]benzaldehyde;3-(2-(7-Chloroquinolin-2-yl)-ethenyl)benzaldehyde;3-((E)-2-(7-Chloro-2-quinolinyl)vinyl)benzaldehyde;(E)-3-(2-(7-chloro-2-quinolinyl)ethenyl)benzaldehyde;3-[(E)-2-(7-chloro-2-quinolinyl)vinyl]benzaldehyde;3-[2(E)-(7-Chloroquinolin-2-yl)ethenyl]benzaldehyde;3-[2(E)-(7-Chloroquinolin-2-yl)ethenyl}benzaldehyde;MONAL;UNII-7A6GHC3KVE;SCHEMBL919522;AMY741;JTRDWIOIDMLMNN-XBXARRHUSA-N;BCP10510;MFCD02684215;AKOS015966686;AC-9619;WS-02652;CS-0000048;D83332;3-(7-chloroquinol-2-yl-trans-ethenyl)benzaldehyde;A804541;J-004364;3-[(E)-2-(7-chloroquinolin-2-yl)vinyl]benzaldehyde;3-[(E)-2-(7-Chloroquinoline-2-yl)vinyl]benzaldehyde;trans-3-(2-(7-Chloro-2-quinolinyl)vinyl)benzaldehyde;3-[(1E)-2-(7-chloro-2-quinolinyl)ethenyl]-benzaldehyde;3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-benzaldehyde;3-(2-(7-CHLORO-2-QUINOLINYL)ETHENYL)BENZALDEHYDE, (E)-;BENZALDEHYDE, 3-((1E)-2-(7-CHLORO-2-QUINOLINYL)ETHENYL)-;BENZALDEHYDE, 3-(2-(7-CHLORO-2-QUINOLINYL)ETHENYL)-, (E)-;trans-3-[2-(7-chloro-2-quinolinyl)vinyl]benzaldehyde3-[(E)-2-(7-chloro-2-quinolinyl)vinyl]benzaldehyde

Chemical Property of 3-(2-(7-Chloroquinolin-2-yl)vinyl)benzaldehyde

Chemical Property:

• Appearance/Colour: Pale yellow solid
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.751
• Boiling Point: 476.502 °C at 760 mmHg
• PKA: 2.09±0.61(Predicted)
• Flash Point: 241.98 °C
• PSA: 29.96000
• Density: 1.314 g/cm³
• LogP: 4.87110
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 293.0607417
• Heavy Atom Count: 21
• Complexity: 383

Purity/Quality:

99.9% ^*data from raw suppliers

(E)-3-[2-(7-Chloro-2-quinolinyl)ethenyl]benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)C=O)C=CC2=NC3=C(C=CC(=C3)Cl)C=C2
• Isomeric SMILES: C1=CC(=CC(=C1)C=O)/C=C/C2=NC3=C(C=CC(=C3)Cl)C=C2
• Uses: Intermediate in the production of Leukotriene receptor antagonists.

Technology Process of 3-(2-(7-Chloroquinolin-2-yl)vinyl)benzaldehyde

There total 7 articles about 3-(2-(7-Chloroquinolin-2-yl)vinyl)benzaldehyde 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: 97.0%

2-methyl-7-chloroquinoline (4965-33-7) + Isophthalaldehyde (626-19-7) → (E)-3-[2-(7-chloro-2-quinolinyl)ethenyl]benzaldehyde (120578-03-2)

Guidance literature:

With lanthanum pentafluorobenzoate; In toluene; at 120 ℃; for 24h;

DOI:10.1002/ejoc.201400073

Reference yield: 65.45%

2-methyl-7-chloroquinoline (4965-33-7) + Isophthalaldehyde (626-19-7) → (E)-3-[2-(7-chloro-2-quinolinyl)ethenyl]benzaldehyde (120578-03-2) + C28H18Cl2N2 (120578-04-3)

Guidance literature:

With acetic acid; at 100 ℃; Product distribution / selectivity;

Reference yield:

2-methyl-7-chloroquinoline (4965-33-7) → (E)-3-[2-(7-chloro-2-quinolinyl)ethenyl]benzaldehyde (120578-03-2)

Guidance literature:

In Isophthalaldehyde;

upstream raw materials:

2-methyl-7-chloroquinoline

Isophthalaldehyde

2-((S)-3-Acetoxy-1-bromo-3-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-propyl)-benzoic acid methyl ester

methyl-[(E)]-2-[3(S)-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl] benzoate

Downstream raw materials:

(E)-5-(3-(2-(7-chloroquinolin-2-yl)ethenyl)phenyl)-8-dimethylcarbamyl-4,6-dithiaoctanoic acid

(+)-methyl 5-(3-(2-(7-chloroquinoline-2-yl)ethenyl)phenyl)-8-dimethylcarbamyl-4,6-dithiaoctanoate

3-[{3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-(2-dimethylcarbamoyl-ethylsulfanyl)-methylsulfanyl]-N,N-dimethyl-propionamide

(2S,3S,2'S,3'S)-3,3'-[({3-[(E)-2-(7-chloroquinolin-2-yl)vinyl]phenyl}methylene)bis(thio)]bis(2-methylbutanoic acid)

Refernces

• 1、 Yaragorla, Srinivasarao,Singh, Garima,Dada, Ravikrishna. "C(sp3)-H functionalization of methyl azaarenes: a calcium-catalyzed facile synthesis of (E)-2-styryl azaarenes and 2-aryl-1,3-bisazaarenes". supporting information. p. 5924 - 5929. Retrieved 2015/11/02.
• 2、 Pi, Danwei,Jiang, Kun,Zhou, Haifeng,Sui, Yuebo,Uozumi, Yasuhiro,Zou, Kun. "Iron-catalyzed C(sp3)-H functionalization of methyl azaarenes: A green approach to azaarene-substituted α- Or β-hydroxy carboxylic derivatives and 2-alkenylazaarenes". . p. 57875 - 57884. Retrieved 2015/01/08.