7-Methylquinoline-3-carbaldehyde

Base Information

• Chemical Name: 7-Methylquinoline-3-carbaldehyde
• CAS No.: 80231-38-5
• Molecular Formula: C11H9NO
• Molecular Weight: 171.19500
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID90512021
• Nikkaji Number: J1.565.721I
• Wikidata: Q72497412
• Mol file: 80231-38-5.mol

Synonyms:7-Methylquinoline-3-carbaldehyde;80231-38-5;SCHEMBL554880;DTXSID90512021;AHHMSCOUJVNQBP-UHFFFAOYSA-N;7-methyl-3-quinoline carboxaldehyde;AKOS002391957;AB57089;CS-0455944

Chemical Property of 7-Methylquinoline-3-carbaldehyde

Chemical Property:

• Melting Point: 119-120℃ (ethanol )
• PSA: 29.96000
• LogP: 2.35570
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 171.068413911
• Heavy Atom Count: 13
• Complexity: 193

Purity/Quality:

98%min ^*data from raw suppliers

7-Methylquinoline-3-carbaldehyde 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=NC=C(C=C2C=C1)C=O

Technology Process of 7-Methylquinoline-3-carbaldehyde

There total 12 articles about 7-Methylquinoline-3-carbaldehyde 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: 54.0%

2-chloro-3-(1,3-dioxolan-2-yl)-7-methylquinoline (80231-37-4) → 2-chloro-3-formyl-7-methylquinoline (68236-21-5) + 7-Methylquinoline-3-carbaldehyde (80231-38-5)

Guidance literature:

With sodium hydroxide; zinc; In ethanol; for 120h; Ambient temperature;

DOI:10.1039/P19810002509

Reference yield:

2-dimethylaminomethylene-1,3-bis(dimethylimmonio)propane bistetrafluoroborate + 1-amino-3-methylbenzene (108-44-1) → 7-Methylquinoline-3-carbaldehyde (80231-38-5) + 2-(m-tolylamino-methylene)-malonaldehyde

Guidance literature:

2-dimethylaminomethylene-1,3-bis(dimethylimmonio)propane bistetrafluoroborate; 1-amino-3-methylbenzene; In 2,2,2-trifluoroethanol; Heating;

With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1055/s-2001-15221

Reference yield:

3-(1,3-dioxolan-2-yl)-7-methylquinoline → 2-chloro-3-formyl-7-methylquinoline (68236-21-5) + 7-Methylquinoline-3-carbaldehyde (80231-38-5)

Guidance literature:

With hydrogenchloride; In diethyl ether; for 1h; Yield given;

DOI:10.1039/P19810002509

upstream raw materials:

2-chloro-3-(1,3-dioxolan-2-yl)-7-methylquinoline

3-(1,3-dioxolan-2-yl)-2-iodo-7-methylquinoline

1-amino-3-methylbenzene

2-chloro-3-formyl-7-methylquinoline

Refernces

• 1、 Meth-Cohn, Otto,Narine, Bramha,Tarnowski, Brian,Hayes, Roy,Keyzad, Amitis,at al.. "A Versatile New Synthesis of Quinolines and Related Fused Pyridines. Part 9. Synthetic Application of the 2-Chloroquinoline-3-carbaldehydes". . p. 2509 - 2517. Retrieved 2007/10/02.