Coumarin 545

Base Information

• Chemical Name: Coumarin 545
• CAS No.: 85642-11-1
• Molecular Formula: C₂₂H₁₈N₂O₂S
• Molecular Weight: 374.463
• European Community (EC) Number: 808-042-9
• Nikkaji Number: J227.849I
• Mol file: 85642-11-1.mol

Synonyms:10-(benzo(d)thiazol-2-yl)-2,3,6,7-tetrahydro-1H-pyrano(2,3-f)pyrido(3,2,1-ij)quinolin-11(5H)-one;coumarin 545

Chemical Property of Coumarin 545

Chemical Property:

• Melting Point: 254 °C
• PSA: 74.58000
• LogP: 4.83350
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly, Sonicated), DMSO (Slightly, Heated, Sonicated)
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 374.10889899
• Heavy Atom Count: 27
• Complexity: 652

Purity/Quality:

>98% ^*data from raw suppliers

Coumarin 545 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C3C(=C4C(=C2)C=C(C(=O)O4)C5=NC6=CC=CC=C6S5)CCCN3C1
• Uses: Coumarin 545 is used in preparation of organic molecular cluster on polymer film.

Technology Process of Coumarin 545

There total 4 articles about Coumarin 545 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: 85.0%

2-amino-benzenethiol (137-07-5) + 11-oxo-2,3,6,7-tetrahydro-1H,5H,11H-pyrano[2,3-f]pyrido[3,2,1-ij]quinoline-10-carbaldehyde (142730-52-7) → coumarin 545 (85642-11-1)

Guidance literature:

In ethanol; for 4h; Reflux;

DOI:10.1021/ic101165k

Reference yield: 77.0%

ethyl 2-(2-benzothiazolyl)acetate (29182-42-1) + 9-formyl-8-hydroxyjulolidine (63149-33-7) → coumarin 545 (85642-11-1)

Guidance literature:

With piperidine; In acetic acid; butan-1-ol; at 130 ℃; for 3h;

DOI:10.1080/00304940109356622

Reference yield: 50.0%

C28H21N5O7S2 → coumarin 545 (85642-11-1)

Guidance literature:

With L-Cysteine; In aq. phosphate buffer; N,N-dimethyl-formamide; at 37 ℃; for 6h; pH=7.4;

DOI:10.1002/asia.201403056

upstream raw materials:

ethyl 2-(2-benzothiazolyl)acetate

9-formyl-8-hydroxyjulolidine

8-hydroxyjulolidine

2-amino-benzenethiol

Refernces

• 1、 Jung, Hyo Sung,Ko, Kyoung Chul,Lee, Jae Hong,Kim, Sang Hoon,Bhuniya, Sankarprasad,Lee, Jin Yong,Kim, Youngmee,Kim, Sung Jin,Kim, Jong Seung. "Rationally designed fluorescence turn-on sensors: A new design strategy based on orbital control". experimental part. p. 8552 - 8557. Retrieved 2010/12/19.