3-acetyl-7-(diethylamino)-2H-chromen-2-one

Base Information

• Chemical Name: 3-acetyl-7-(diethylamino)-2H-chromen-2-one
• CAS No.: 74696-96-1
• Deprecated CAS: 2574573-27-4
• Molecular Formula: C15H17NO3
• Molecular Weight: 259.305
• Hs Code.: 2932209090
• European Community (EC) Number: 831-448-2
• DSSTox Substance ID: DTXSID8072794
• Nikkaji Number: J1.103.014I
• Wikidata: Q82001021
• Pharos Ligand ID: 3MHVHJDMPGRR
• Metabolomics Workbench ID: 73950
• ChEMBL ID: CHEMBL379350
• Mol file: 74696-96-1.mol

Synonyms:3-acetyl-7-(diethylamino)-2H-chromen-2-one;74696-96-1;3-acetyl-7-(diethylamino)chromen-2-one;3-acetyl-7-diethylaminocoumarin;3-Acetyl-7-diethylamino-chromen-2-one;2H-1-Benzopyran-2-one, 3-acetyl-7-(diethylamino)-;3-acetyl-7-(diethylamino)coumarin;CHEMBL379350;SMR000121262;MLS000528787;LCZC2100;SCHEMBL1131018;DTXSID8072794;HMS2325N04;acetyl 7 (N,N diethylamino)coumarin;BDBM50353734;STK367591;AKOS000519746;EN300-12882;J-100017;Z57176937;F0110-0014

Chemical Property of 3-acetyl-7-(diethylamino)-2H-chromen-2-one

Chemical Property:

• Vapor Pressure: 9.33E-09mmHg at 25°C
• Melting Point: 150-153 °C
• Refractive Index: 1.582
• Boiling Point: 463.1 °C at 760 mmHg
• PKA: 2.82±0.20(Predicted)
• Flash Point: 233.9 °C
• PSA: 50.52000
• Density: 1.193 g/cm³
• LogP: 2.84180
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 259.12084340
• Heavy Atom Count: 19
• Complexity: 398

Purity/Quality:

98%Min ^*data from raw suppliers

3-Acetyl-7-(diethylamino)coumarin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C1=CC2=C(C=C1)C=C(C(=O)O2)C(=O)C

Technology Process of 3-acetyl-7-(diethylamino)-2H-chromen-2-one

There total 15 articles about 3-acetyl-7-(diethylamino)-2H-chromen-2-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: 97.0%

4-(Diethylamino)salicylaldehyde (17754-90-4) + ethyl acetoacetate (141-97-9) → 3-acetyl-7-diethylaminocoumarin (74696-96-1)

Guidance literature:

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

Reference yield: 82.0%

4-(Diethylamino)salicylaldehyde (17754-90-4) + N-phenylacetoacetamide (102-01-2,98624-45-4) → 3-acetyl-7-diethylaminocoumarin (74696-96-1)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; tetrabutylammomium bromide; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1039/c7nj00980a

Reference yield: 80.0%

4-(Diethylamino)salicylaldehyde (17754-90-4) + diethyl malonate (105-53-3) → 3-acetyl-7-diethylaminocoumarin (74696-96-1)

Guidance literature:

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

DOI:10.1021/jo3002722

upstream raw materials:

4-(Diethylamino)salicylaldehyde

ethyl acetoacetate

(E)-5-(diethylamino)-2-[(3-nitrophenylimino)methyl]phenol

5-Diethylamino-2-{[(E)-4-nitro-phenylimino]-methyl}-phenol

Downstream raw materials:

3-cinnamoyl-7-(diethylamino)-2H-chromen-2-one

(E)-7-(diethylamino)-3-(3-(2-hydroxyphenyl)acryloyl)-2Hchromen-2-one

9-diethylamino-5-methyl-3-phenyl-[1]-benzopyrano-[4,3-d]-pyrazolo-[3,4-b]-pyridine-6-one

9-diethylamino-1,5-dimethyl-3-phenyl-[1]-benzopyrano-[4,3-d]-pyrazolo-[-3,4-b]-pyridine-6-one

Refernces

• 1、 Zhu, Ji-hua,Zhang, Hao,Liao, Yuan,Liu, Jing-jiang,Quan, Zheng-jun,Wang, Xi-cun. "A multifunctional fluorescent probe for highly selective detection of hydrazine and discovering the interplay between AIE and ICT". . . Retrieved 2020.
• 2、 Mani, Kailasam Saravana,Rajamanikandan, Ramar,Murugesapandian, Balasubramanian,Shankar, Ramasamy,Sivaraman, Gandhi,Ilanchelian, Malaichamy,Rajendran, Subramaniam Parameswaran. "Coumarin based hydrazone as an ICT-based fluorescence chemosensor for the detection of Cu2+ ions and the application in HeLa cells". . p. 170 - 176. Retrieved 2019.
• 3、 Wei, Qiang,Wang, Xiaolong. "Facile synthesis and fluorescent properties of two novel 4-aryl-2,6-dicoumarinylpyridines". . p. 661 - 663. Retrieved 2017.
• 4、 Liu, Yun,Li, Xiaochuan,Min, Kyeong Su,Son, Young-A. "Emission behavior of naphthalimide-coumarin cassette". . p. 139 - 146. Retrieved 2018.
• 5、 Yang, Fang,Fan, Hongli,Xue, Ziyan,Wang, Xiaolong. "Synthesis and fluorescent properties of coumarin–chalcone hybrids". . p. 534 - 536. Retrieved 2017.
• 6、 Wu, Jiasheng,Sheng, Ruilong,Liu, Weimin,Wang, Pengfei,Zhang, Hongyan,Ma, Jingjin. "Fluorescent sensors based on controllable conformational change for discrimination of Zn2+ over Cd2+". . p. 5458 - 5463. Retrieved 2012.
• 7、 Liu, Mengqiang,Jiang, Qian,Lu, Zhiyun,Huang, Yan,Tan, Yanfei,Jiang, Qing. "A coumarin-based fluorescent turn-on probe for detection of biothiols in vitro". . p. 1395 - 1402. Retrieved 2015.
• 8、 Yanar, Ufuk,Babür, Banu,Pekyilmaz, Damla,Yahaya, Issah,Aydiner, Burcu,Dede, Yavuz,Sefero?lu, Zeynel. "A fluorescent coumarin-thiophene hybrid as a ratiometric chemosensor for anions: Synthesis, photophysics, anion sensing and orbital interactions". . p. 269 - 277. Retrieved 2016.
• 9、 Jin, Ming,Wei, Lihong,Yang, Yutao,Run, Mingtao,Yin, Caixia. "A new turn-on fluorescent probe for the detection of palladium(0) and its application in living cells and zebrafish". . p. 548 - 551. Retrieved 2019.
• 10、 Bhattacharyya, Arghyadeep,Makhal, Subhash Chandra,Guchhait, Nikhil. "Evaluating the merit of a diethylamino coumarin-derived thiosemicarbazone as an intramolecular charge transfer probe: Efficient Zn(II) mediated emission swing from green to yellow". . p. 2031 - 2041. Retrieved 2019.