3-amino-3,4-dihydroquinolin-2(1H)-one

Base Information

• Chemical Name: 3-amino-3,4-dihydroquinolin-2(1H)-one
• CAS No.: 40615-17-6
• Molecular Formula: C₉H₁₀N₂O
• Molecular Weight: 162.191
• Hs Code.: 2933790090
• DSSTox Substance ID: DTXSID70542306
• Nikkaji Number: J89.368D
• Mol file: 40615-17-6.mol

Synonyms:3-amino-3,4-dihydroquinolin-2(1H)-one;40615-17-6;3-Amino-3,4-dihydro-1H-quinolin-2-one;3-amino-1,2,3,4-tetrahydroquinolin-2-one;MFCD08234917;3-Amino-3,4-Dihydroquinolin-2(1H)-One HCl;3-Amino-3,4-dihydroquinolin-2(1h)-one hydroiodide;2(1H)-Quinolinone, 3-amino-3,4-dihydro-;3-amino-3,4-dihydro-2(1h)-quinolinone;aminoquinolinone, 5;SCHEMBL653949;BDBM23990;DTXSID70542306;ANZIRVOGVJLJHE-UHFFFAOYSA-N;FD7388;AKOS005172673;SB37081;DS-10841;PD139154;3-amino-3,4-dihydro-2 (1H)-quinolinone;3-amino-2-oxo-1,2,3,4-tetrahydroquinoline;CS-0136604;3-(r,s)-amino-1,2,3,4-tetrahydroquinolin-2one;A846694;3-(r,s)-amino-1,2,3,4-tetrahydroquinolin-2-one

Chemical Property of 3-amino-3,4-dihydroquinolin-2(1H)-one

Chemical Property:

• Vapor Pressure: 1.75E-06mmHg at 25°C
• Melting Point: 314-317 °(dec)
• Boiling Point: 368.401 °C at 760 mmHg
• PKA: 14.14±0.40(Predicted)
• Flash Point: 176.603 °C
• PSA: 55.12000
• Density: 1.189 g/cm³
• LogP: 1.34680
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 162.079312947
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

97% ^*data from raw suppliers

3-Amino-3,4-dihydroquinolin-2(1H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(=O)NC2=CC=CC=C21)N
• Uses: 3-Amino-3,4-dihydroquinolin-2(1H)-one is an intermediate used to prepare thienopyrroles as glycogen phosphorylase inhibitors. It is also an impurity of Melphalan (M216900).

Technology Process of 3-amino-3,4-dihydroquinolin-2(1H)-one

There total 22 articles about 3-amino-3,4-dihydroquinolin-2(1H)-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: 90.0%

methyl 2-amino-3-(2-nitrophenyl)propanoate hydrochloride (1575604-48-6) → 3-amino-1,2,3,4-tetrahydroquinolin-2-one (85115-10-2,40615-17-6)

Guidance literature:

With hydrogenchloride; iron; ammonium chloride; In ethanol; at 65 - 80 ℃; for 2.5h;

DOI:10.1016/j.ejmech.2020.112278

Reference yield: 80.0%

ethyl 3-acetamido-2-oxo-1,2,3,4-tetrahydroquinoline-3-carboxylate (61548-64-9) → 3-amino-1,2,3,4-tetrahydroquinolin-2-one (85115-10-2,40615-17-6)

Guidance literature:

With hydrogenchloride; In water; for 3h; Reflux;

Reference yield: 65.0%

(R)-2-(benzhydrylidene-amino)-3-(2-nitro-phenyl)propionic acid tert-butyl ester → (R)-3-amino-3,4-dihydrocarbostyril (40615-17-6)

Guidance literature:

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; In methanol; water; at 20 ℃; under 1810.07 Torr;

DOI:10.1016/j.tetasy.2010.06.023

upstream raw materials:

5-(2-nitro-benzylidene)-imidazolidine-2,4-dione

4-(2-nitrobenzylidene)-2-phenyl-5(4H)oxazolone

3,6-di(2-nitrobenzylidene)piperazine-2,5-dione

hydrogen iodide

Downstream raw materials:

(3S)-1,2,3,4-tetrahydroquinolin-3-amine