Echinopsine

Base Information

• Chemical Name: Echinopsine
• CAS No.: 83-54-5
• Molecular Formula: C10H9 N O
• Molecular Weight: 159.188
• Hs Code.: 2933499090
• European Community (EC) Number: 201-485-3
• UNII: 17MMY7OK1U
• DSSTox Substance ID: DTXSID30232110
• Nikkaji Number: J10.608I
• Wikidata: Q4533321
• Metabolomics Workbench ID: 67526
• Mol file: 83-54-5.mol

Synonyms:echinopsine

Chemical Property of Echinopsine

Chemical Property:

• Vapor Pressure: 0.0167mmHg at 25°C
• Melting Point: 152°
• Refractive Index: 1.6070 (estimate)
• Boiling Point: 255°C at 760 mmHg
• PKA: 2.50±0.50(Predicted)
• Flash Point: 96.7°C
• PSA: 22.00000
• Density: 1.16g/cm³
• LogP: 1.53850
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 222

Purity/Quality:

≥98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=CC(=O)C2=CC=CC=C21

Technology Process of Echinopsine

There total 36 articles about Echinopsine 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: 94.0%

3-(methylamino)-1-(2-nitrophenyl)prop-2-en-1-one → 1-methyl-4-quinolone (83-54-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃;

DOI:10.1135/cccc20040822

Reference yield: 90.0%

N-(2-acetylphenyl)-N-methylformamide (59019-35-1) → 1-methyl-4-quinolone (83-54-5)

Guidance literature:

With potassium hydroxide; In acetonitrile; at 20 ℃; for 12h;

DOI:10.1002/ejoc.201701245

Reference yield: 88.0%

4(1H)-quinolinone (529-37-3) + methyl iodide (74-88-4) → 1-methyl-4-quinolone (83-54-5)

Guidance literature:

With potassium hydroxide; In methanol; for 2h; Ambient temperature;

DOI:10.1039/P19920000351

upstream raw materials:

4-methylthioisoquinoline

dimethyl sulfate

1,4-dihydro-1-methyl-4-oxoquinoline-3-carboxylic acid

N-methyl-N-(2-[hydroxycarbonyl]ethyl)aniline

Downstream raw materials:

2-(1,3-dithian-2-yl)-2-(α-hydroxybenzyl)-1-methyl-quinolin-4(1H)-one

2-(1,3-dithian-2-yl)-2-(α-hydroxybenzylidene)-1-methyl-2,3-dihydroquinolin-4(1H)-one

tert-butyl 4-(1-methyl-4-oxo-1,4-dihydroquinolin-3-yl)benzoate

1-methyl-3-phenylquinolin-4(1H)-one

Refernces

• 1、 Kingsbury, Alex,Brough, Steve,McCarthy, Antonio Pedrina,Lewis, William,Woodward, Simon. "Conjugate Addition Routes to 2-Alkyl-2,3-dihydroquinolin-4(1H)-ones and 2-Alkyl-4-hydroxy-1,2-dihydroquinoline-3-carboxylates". supporting information. p. 1011 - 1017. Retrieved 2019/12/27.
• 2、 Beukeaw, Danupat,Noikham, Medena,Yotphan, Sirilata. "Iodine/persulfate-promoted site-selective direct thiolation of quinolones and uracils". supporting information. . Retrieved 2019/09/03.