1H,5H,11H-[1]Benzopyrano[6,7,8-ij]quinolizin-11-one, 2,3,6,7-tetrahydro-

Base Information

• Chemical Name: 1H,5H,11H-[1]Benzopyrano[6,7,8-ij]quinolizin-11-one, 2,3,6,7-tetrahydro-
• CAS No.: 58336-35-9
• Deprecated CAS: 115727-65-6,68444-84-8,68444-84-8
• Molecular Formula: C15H15 N O2
• Molecular Weight: 241.29
• European Community (EC) Number: 261-213-4
• DSSTox Substance ID: DTXSID1069245
• Nikkaji Number: J296.922J
• ChEMBL ID: CHEMBL1345017
• Mol file: 58336-35-9.mol

Synonyms:coumarin-6H

Chemical Property of 1H,5H,11H-[1]Benzopyrano[6,7,8-ij]quinolizin-11-one, 2,3,6,7-tetrahydro-

Chemical Property:

• Vapor Pressure: 1.31E-09mmHg at 25°C
• Melting Point: 128.0 to 132.0 °C
• Refractive Index: 1.665
• Boiling Point: 486.3°C at 760 mmHg
• PKA: 5.63±0.20(Predicted)
• Flash Point: 201°C
• PSA: 33.45000
• Density: 1.32g/cm³
• LogP: 2.55680
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 241.110278721
• Heavy Atom Count: 18
• Complexity: 392

Purity/Quality:

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

Coumarin 6H ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Dyes -> Coumarin Dyes
• Canonical SMILES: C1CC2=C3C(=C4C(=C2)C=CC(=O)O4)CCCN3C1

Technology Process of 1H,5H,11H-[1]Benzopyrano[6,7,8-ij]quinolizin-11-one, 2,3,6,7-tetrahydro-

There total 15 articles about 1H,5H,11H-[1]Benzopyrano[6,7,8-ij]quinolizin-11-one, 2,3,6,7-tetrahydro- 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: 88.0%

9-formyl-8-hydroxyjulolidine (63149-33-7) + (methyloxycarbonylmethyl)triphenylphosphonium bromide (1779-58-4) → coumarin-6H (58336-35-9)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; for 0.333333h; Heating;

DOI:10.1021/ja029013y

Reference yield: 78.0%

9-formyl-8-hydroxyjulolidine (63149-33-7) + ethyl 3-oxo-3-phenylpropionate (94-02-0) → coumarin-6H (58336-35-9)

Guidance literature:

With piperidine; In ethanol; for 2h; Reflux;

Reference yield: 75.0%

9-formyl-8-hydroxyjulolidine (63149-33-7) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → (E)-3-(8-hydroxy-2,3,6,7-tetrahydro-1H,5H-pyrido(3,2,1-ij)quinolin-9-yl)-acrylic acid ethyl ester (949585-66-4) + coumarin-6H (58336-35-9)

Guidance literature:

In toluene; at 60 ℃;

DOI:10.1021/ja0722022

upstream raw materials:

9-formyl-8-hydroxyjulolidine

(methyloxycarbonylmethyl)triphenylphosphonium bromide

ethyl (triphenylphosphoranylidene)acetate

8-hydroxyjulolidine

Downstream raw materials:

11-oxo-2,3,6,7-tetrahydro-1H,5H,11H-pyrano[2,3-f]pyrido[3,2,1-ij]quinoline-10-carbaldehyde

2-[(10-oxo-2,3,5,6-tetrahydro-1H,4H,10H-11-oxa-3a-aza-benzo[de]anthracen-9-yl)-phenyl-phosphanyl]-benzoic acid methyl ester

Refernces

• 1、 Zhang, Yanhui,Teng, Hao,Gao, Ying,Afzal, Muhammad Wasim,Tian, Jingye,Chen, Xi,Tang, Haoyang,James, Tony D.,Guo, Yuan. "A general strategy for selective detection of hypochlorous acid based on triazolopyridine formation". . p. 2917 - 2920. Retrieved 2020/03/13.
• 2、 Jana, Palash,Kanvah, Sriram,Siva, Aravintha,Soppina, Virupakshi. "Live-cell imaging of lipid droplets using solvatochromic coumarin derivatives". . p. 5608 - 5616. Retrieved 2020/08/21.