4-Aminocoumarin

Base Information

• Chemical Name: 4-Aminocoumarin
• CAS No.: 53348-92-8
• Molecular Formula: C9H7NO2
• Molecular Weight: 161.16
• Hs Code.: 29322090
• European Community (EC) Number: 637-289-3
• UNII: SCI2054E4F
• DSSTox Substance ID: DTXSID90201509
• Nikkaji Number: J363.003J
• Wikidata: Q83074722
• ChEMBL ID: CHEMBL240482
• Mol file: 53348-92-8.mol

Synonyms:4-Aminocoumarin;4-Amino-chromen-2-one;53348-92-8;4-amino-2H-chromen-2-one;4-aminochromen-2-one;4-Amino-2H-1-benzopyran-2-one;2H-1-Benzopyran-2-one, 4-amino-;Coumarin, 4-amino-;CHEMBL240482;SCI2054E4F;D0B4GV;UNII-SCI2054E4F;SCHEMBL4396062;DTXSID90201509;4-AMINO-1,2-BENZOPYRONE;4-[Amino]-2H-1-benzopyran-2-one;BDBM50226833;STL371135;AKOS004909244;MB00371;LS-39436;FT-0740005;E79423;(6-Amino-2,3-dichlorobenzylamino)aceticacidethylester

Chemical Property of 4-Aminocoumarin

Chemical Property:

• Vapor Pressure: 9.51E-05mmHg at 25°C
• Melting Point: 161.5-162 °C
• Refractive Index: 1.624
• Boiling Point: 338.9 °C at 760 mmHg
• PKA: 3.45±0.20(Predicted)
• Flash Point: 186.6 °C
• PSA: 56.23000
• Density: 1.313 g/cm³
• LogP: 1.95640
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 161.047678466
• Heavy Atom Count: 12
• Complexity: 235

Purity/Quality:

99% ^*data from raw suppliers

4-amino-2H-chromen-2-one ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CC(=O)O2)N

Technology Process of 4-Aminocoumarin

There total 2 articles about 4-Aminocoumarin 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: 62.0%

pyrrolidine (123-75-1) + 4‐azido‐2H‐chromen‐2‐one (42373-56-8) → 4-aminocoumarin (53348-92-8) + 3-Amino-4-pyrrolidin-1-yl-chromen-2-one (59288-15-2) + 2-{[1-(2-Hydroxy-phenyl)-1-pyrrolidin-1-yl-meth-(Z)-ylidene]-amino}-1-pyrrolidin-1-yl-ethanone

Guidance literature:

In acetonitrile; for 0.333333h; Ambient temperature; Irradiation;

DOI:10.3987/COM-92-S(T)88

Reference yield: 58.0%

4-hydroxy[1]benzopyran-2-one (1076-38-6,92395-12-5) → 4-aminocoumarin (53348-92-8) + o-hydroxyacetophenone (118-93-4,104809-67-8)

Guidance literature:

With ammonium acetate; In acetic acid; for 2h; Heating;

DOI:10.1002/ardp.19913240118

Reference yield: 98.0%

4-aminocoumarin (53348-92-8) + 1,3-dimethylbarbituric acid (769-42-6) + 3-nitro-benzaldehyde (99-61-6) → 9,11?dimethyl?7?(3?nitrophenyl)?6H?[1]benzopyrano[3′,4′:5,6]pyrido[2,3?d]pyrimidine?6,8,10(9H,11H)trione

Guidance literature:

With nickel(II) chromite; In water; at 70 ℃; for 4.5h;

DOI:10.1007/s00706-020-02595-5

upstream raw materials:

pyrrolidine

4‐azido‐2H‐chromen‐2‐one

4-hydroxy[1]benzopyran-2-one

Downstream raw materials:

7-(2-nitrophenyl)-8,9,10,12-tetrahydro-7H-chromeno[4,3-b]quinoline-6,8-dione

7-(4-nitrophenyl)-9,10,11,12-tetrahydro-6H-chromeno[4,3-b]quinoline-6,8(7H)-dione

7-(3-bromophenyl)-8,9,10,12-tetrahydro-7H-chromeno[4,3-b]quinoline-6,8-dione

7-(4-bromophenyl)-8,9,10,12-tetrahydro-7H-chromeno[4,3-b]quinoline-6,8-dione