2-heptylquinolin-4(1H)-one

Base Information

• Chemical Name: 2-heptylquinolin-4(1H)-one
• CAS No.: 40522-46-1
• Molecular Formula: C16H21NO
• Molecular Weight: 243.349
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID00179740
• Nikkaji Number: J147.305K,J227.968A
• Wikidata: Q55973990,Q74417235
• Metabolomics Workbench ID: 62071
• ChEMBL ID: CHEMBL527817
• Mol file: 40522-46-1.mol

Synonyms:2-heptyl-4-hydroxyquinoline;MY 12-62c;MY-12-62c;MY12-62c

Chemical Property of 2-heptylquinolin-4(1H)-one

Chemical Property:

• Boiling Point: 361.454 °C at 760 mmHg
• PKA: 2.34±0.70(Predicted)
• Flash Point: 124.896 °C
• PSA: 32.86000
• Density: 1.013 g/cm³
• LogP: 4.04100
• Storage Temp.: 2-8°C
• Solubility.: DMSO: soluble5mg/mL, clear
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 243.162314293
• Heavy Atom Count: 18
• Complexity: 308

Purity/Quality:

98%,99%, ^*data from raw suppliers

HHQ ≥98% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCC1=CC(=O)C2=CC=CC=C2N1

Technology Process of 2-heptylquinolin-4(1H)-one

There total 30 articles about 2-heptylquinolin-4(1H)-one 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: 82.0%

1-(2-bromophenyl)dec-2-yn-1-one → 2-heptyl-quinolin-4(1H)-one (40522-46-1)

Guidance literature:

With copper(l) iodide; ammonium carbonate; In formamide; at 100 ℃; for 12h; Sealed tube;

DOI:10.1021/acs.orglett.0c00172

Reference yield: 81.0%

methyl 3-anilino-2-decanoate → 2-heptyl-quinolin-4(1H)-one (40522-46-1)

Guidance literature:

In diphenylether; for 6h; Reflux;

DOI:10.1039/c6cc06295d

Reference yield: 81.0%

methyl (Z)-3-(phenylamino)dec-2-enoate → 2-heptyl-quinolin-4(1H)-one (40522-46-1)

Guidance literature:

In diphenylether; for 4h; Reflux;

DOI:10.1002/anie.201702944

upstream raw materials:

ethyl 3-oxodecanoate

aniline

2-acetyl-3-oxo-decanoic acid ethyl ester

n-octanoic acid chloride

Downstream raw materials:

2-heptyl-4-methoxyquinoline

schinifoline

3-formyl-2-heptyl-4-quinolone

4-(benzyloxy)-2-heptylquinoline

Refernces

• 1、 Woschek, Anna,Mahout, Marek,Mereiter, Kurt,Hammerschmidt, Friedrich. "Synthesis of 2-heptyl-1-hydroxy-4(1H)-quinolone - Unexpected rearrangement of 4-(alkoxycarbonyloxy)quinoline N-oxides to 1-(alkoxycarbonyloxy)-4(1H)- quinolones". . p. 1517 - 1522. Retrieved 2007.
• 2、 -. "QUINOLONE COMPOUNDS AND PROCESS FOR PREPARATION THEREOF". Paragraph 00047-00048. . Retrieved 2022/03/21.
• 3、 Thierbach, Sven,Wienhold, Max,Fetzner, Susanne,Hennecke, Ulrich. "Synthesis and biological activity of methylated derivatives of the Pseudomonas metabolites HHQ, HQNO and PQS". . p. 187 - 193. Retrieved 2019/01/30.