6-AMINO-CHROMEN-2-ONE

Base Information

• Chemical Name: 6-AMINO-CHROMEN-2-ONE
• CAS No.: 14415-44-2
• Molecular Formula: C9H7 N O2
• Molecular Weight: 161.16
• Hs Code.: 2932209090
• Mol file: 14415-44-2.mol

Synonyms:Coumarin,6-amino- (6CI,7CI,8CI); 6-Amino-1,2-benzopyrone; 6-Amino-2H-chromen-2-one;6-Aminocoumarin

Chemical Property of 6-AMINO-CHROMEN-2-ONE

Chemical Property:

• Vapor Pressure: 1.65E-06mmHg at 25°C
• Refractive Index: 1.658
• Boiling Point: 396.9°Cat760mmHg
• Flash Point: 231°C
• PSA: 56.23000
• Density: g/cm³
• LogP: 1.95640

Purity/Quality:

98%min ^*data from raw suppliers

6-Amino-2H-chromen-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-AMINO-CHROMEN-2-ONE

There total 16 articles about 6-AMINO-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: 95.0%

6-nitrocoumarin (2725-81-7) → 6-aminocoumarin (14415-44-2)

Guidance literature:

With tetrabutylammomium bromide; tin(ll) chloride; at 90 ℃; for 0.666667h;

DOI:10.1055/s-2004-830847

Reference yield: 79.0%

6-nitrocoumarin (2725-81-7) → 6-aminocoumarin (14415-44-2) + acetaldehyde (75-07-0,9002-91-9)

Guidance literature:

With ethanol; titanium(IV) oxide; for 0.25h; Irradiation;

DOI:10.1021/jo00055a033

Reference yield: 59.0%

2-phenylazlactone (1199-01-5,53766-22-6) + (E)-6-(benzylideneamino)-2H-chromen-2-one (24922-39-2) → 6-aminocoumarin (14415-44-2) + (4Z)-4-benzylidene-2-phenyl-1,3-oxazol-5(4H)-one (17606-70-1,5839-91-8)

Guidance literature:

In benzene; for 0.166667h; Heating;

upstream raw materials:

6-nitrocoumarin

m-Nitrocinnamic Acid

ethyl 3-(3-nitrophenyl)acrylate

2-phenylazlactone

Downstream raw materials:

N-(2-oxo-2H-chromen-6-yl)acetamide

(E)-6-(benzylideneamino)-2H-chromen-2-one

1-(2-oxo-2H-chromen-6-yl)-3-phenyl-urea

3H-pyrano[3,2-f]quinoline-3-one

Refernces

• 1、 Guha, Subarna,Lohar, Sisir,Bolte, Michael,Safin, Damir A.,Das, Debasis. "Crystal structure and interaction of 6-amino coumarin with nitrite ion for its selective fluorescence detection". . p. 225 - 235. Retrieved 2012.
• 2、 Balabani, Anna,Hadjipavlou-Litina, Dimitra J.,Litinas, Konstantinos E.,Mainou, Maria,Tsironi, Crystal-Catherine,Vronteli, Anastasia. "Synthesis and biological evaluation of (2,5-dihydro-1H-pyrrol-1-yl)-2H- chromen-2-ones as free radical scavengers". . p. 5894 - 5901. Retrieved 2011.
• 3、 Amin, Kamelia M.,Abdel Gawad, Nagwa M.,Abdel Rahman, Doaa E.,El Ashry, Mohamed K.M.. "New series of 6-substituted coumarin derivatives as effective factor Xa inhibitors: Synthesis, in vivo antithrombotic evaluation and molecular docking". . p. 31 - 43. Retrieved 2014.
• 4、 Datta, Papia,Mukhopadhyay, Ambika Prasad,Manna, Prasenjit,Tiekink, Edward R.T.,Sil, Parames Chandra,Sinha, Chittaranjan. "Structure, photophysics, electrochemistry, DFT calculation, and in-vitro antioxidant activity of coumarin Schiff base complexes of Group 6 metal carbonyls". . p. 577 - 588. Retrieved 2011.
• 5、 Jin, Yan,Ding, Yin-hao,Dong, Jing-jing,Wei, Yan,Hao, Shuang-hong,Feng, Bai-cheng. "Design, synthesis and agricultural evaluation of derivatives of N-Acyl-N-(m-fluoro-benzyl)-6-amino-coumarin". supporting information. p. 798 - 804. Retrieved 2020/08/19.
• 6、 Thacker, Pavitra S.,Tiwari, Prerna L.,Angeli, Andrea,Srikanth, Danaboina,Swain, Baijayantimala,Arifuddin, Mohammed,Supuran, Claudiu T.. "Synthesis and biological evaluation of coumarin-linked 4-anilinomethyl-1,2,3-triazoles as potent inhibitors of carbonic anhydrases ix and xiii involved in tumorigenesis". . . Retrieved 2021/04/22.