Coumarin 339

Base Information

• Chemical Name: Coumarin 339
• CAS No.: 62669-73-2
• Molecular Formula: C₁₃H₁₃NO₂
• Molecular Weight: 215.252
• Hs Code.: 2934999090
• NSC Number: 369288
• UNII: R48Z2TQM7G
• DSSTox Substance ID: DTXSID0069620
• Nikkaji Number: J429.472F
• Wikidata: Q72461597
• ChEMBL ID: CHEMBL1451129
• Mol file: 62669-73-2.mol

Synonyms:Coumarin 339;62669-73-2;4-methyl-6,7,8,9-tetrahydropyrano[3,2-g]quinolin-2-one;4-Methyl-6,7,8,9-tetrahydro-2H-pyrano[3,2-g]quinolin-2-one;NSC369288;NSC 369288;NSC-369288;2H-Pyrano(3,2-g)quinolin-2-one, 6,7,8,9-tetrahydro-4-methyl-;2H-Pyrano[3,2-g]quinolin-2-one, 6,7,8,9-tetrahydro-4-methyl-;6,7,8,9-Tetrahydro-4-methyl-2H-pyrano[3,2-g]quinolin-2-one;R48Z2TQM7G;Oprea1_589673;MLS001173358;CHEMBL1451129;DTXSID0069620;SCHEMBL17717500;HMS2879P13;STL512677;AKOS027320881;NCGC00246207-01;SMR000538910;4-Methyl-5,6,7,8-tetrahydro-1-oxa-8-aza-anthracen-2-one;4-METHYL-2H,6H,7H,8H,9H-CHROMENO[7,6-B]PYRIDIN-2-ONE

Chemical Property of Coumarin 339

Chemical Property:

• Vapor Pressure: 7.72E-07mmHg at 25°C
• Refractive Index: 1.589
• Boiling Point: 407.1°Cat760mmHg
• Flash Point: 200°C
• PSA: 42.24000
• Density: 1.209g/cm³
• LogP: 2.59750
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 215.094628657
• Heavy Atom Count: 16
• Complexity: 337

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=O)OC2=C1C=C3CCCNC3=C2

Technology Process of Coumarin 339

There total 1 articles about Coumarin 339 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:

7-hydroxy-1,2,3,4-tetrahydroquinoline (58196-33-1) + ethyl acetoacetate (141-97-9) → coumarin 339 (62669-73-2)

Guidance literature:

With zinc(II) chloride;

DOI:10.1021/jo00404a028

Reference yield:

coumarin 339 (62669-73-2) → C22H19N5O2

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-Bromosuccinimide / acetonitrile / 2 h

2.1: bis(triphenylphosphine) palladium (Il) acetate; potassium carbonate / water; 1,4-dioxane / 7 h / Reflux

3.1: zinc trifluoromethanesulfonate; hydrazine / 1,4-dioxane / 15 h / 60 °C / Inert atmosphere; Microwave irradiation; Sealed tube

3.2: pH 3

With N-Bromosuccinimide; bis(triphenylphosphine) palladium (Il) acetate; zinc trifluoromethanesulfonate; potassium carbonate; hydrazine; In 1,4-dioxane; water; acetonitrile;

Reference yield:

coumarin 339 (62669-73-2) → C21H17N5O2

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-Bromosuccinimide / acetonitrile / 2 h

2.1: bis(triphenylphosphine) palladium (Il) acetate; potassium carbonate / water; 1,4-dioxane / 7 h / Reflux

3.1: zinc trifluoromethanesulfonate; hydrazine / 1,4-dioxane / 15 h / 60 °C / Inert atmosphere; Microwave irradiation; Sealed tube

3.2: pH 3

With N-Bromosuccinimide; bis(triphenylphosphine) palladium (Il) acetate; zinc trifluoromethanesulfonate; potassium carbonate; hydrazine; In 1,4-dioxane; water; acetonitrile;

upstream raw materials:

7-hydroxy-1,2,3,4-tetrahydroquinoline

ethyl acetoacetate