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

Base Information

• Chemical Name: 3-amino-3,4-dihydroquinolin-2(1H)-one hydrochloride
• CAS No.: 35849-31-1
• Molecular Formula: C₉H₁₀N₂O*ClH
• Molecular Weight: 198.652
• Hs Code.: 2933998090
• European Community (EC) Number: 859-272-1
• DSSTox Substance ID: DTXSID30542307

Synonyms:35849-31-1;3-amino-3,4-dihydroquinolin-2(1H)-one hydrochloride;3-amino-1,2,3,4-tetrahydroquinolin-2-one hydrochloride;3-amino-3,4-dihydro-1H-quinolin-2-one;hydrochloride;3-AMINO-3,4-DIHYDRO-1H-QUINOLIN-2-ONE HCL;MFCD09999258;2(1H)-Quinolinone, 3-amino-3,4-dihydro-, monohydrochloride;3-amino-3,4-dihydro-1H-quinolin-2-one hydrochloride;SCHEMBL4065054;DTXSID30542307;OKOGJVZTZMRXRG-UHFFFAOYSA-N;3-aminodihydrocarbostyrilhydrochloride;AKOS005072465;DD-0708;SB47190;SB47191;SY006777;3-amino-3,4-dihydrocarbostyril hydrochloride;AM20040426;CS-0136619;EN300-317869;3-Amino-3,4-dihydroquinolin-2-one Hydrochloride;J-511587;racemic 3-amino-3,4-dihydrocarbostyril hydrochloride;3-amino-3,4-dihydroquinolin-2(1 h)-one hydrochloride;3-amino-1,2,3,4-tetrahydroquinolin-2-onehydrochloride;Z2692093571;3-amino-3,4-dihydroquinolin-2(1h)-one hydrochloride salt;3-Amino-3,4-dihydroquinolin-2(1H)-one--hydrogen chloride (1/1)

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

Chemical Property:

• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 198.0559907
• Heavy Atom Count: 13
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(C(=O)NC2=CC=CC=C21)N.Cl

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

There total 1 articles about 3-amino-3,4-dihydroquinolin-2(1H)-one hydrochloride 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:

ethyl 3-acetamido-2-oxo-1,2,3,4-tetrahydroquinoline-3-carboxylate (61548-64-9) → 3-amino-3,4-dihydroquinolin-2(1H)-one hydrochloride (35849-31-1)

Guidance literature:

With hydrogenchloride; In water; Heating / reflux;

Reference yield: 63.0%

5-benzylisoxazole-3-carboxylic acid (1621018-32-3) + 3-amino-3,4-dihydroquinolin-2(1H)-one hydrochloride (35849-31-1) → 5-benzyl-N-(2-oxo-1,2,3,4-tetrahydroquinolin-3-yl)isoxazole-3-carboxamide

Guidance literature:

With 4-methyl-morpholine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.jmedchem.6b01751

Reference yield:

3-amino-3,4-dihydroquinolin-2(1H)-one hydrochloride (35849-31-1) → C24H28N2O4

Guidance literature:

Multi-step reaction with 8 steps

1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 20 h / 70 °C

2: potassium carbonate / N,N-dimethyl-formamide / 20 °C

3: pyridinium p-toluenesulfonate / dichloromethane

4: sodium hydride; potassium iodide / tetrahydrofuran; mineral oil / 12 h / 65 °C

5: acetic acid; water / tetrahydrofuran; mineral oil / 7 h / 65 °C

6: triphenylphosphine; carbon tetrabromide / dichloromethane / 0.5 h / 0 °C

7: potassium hexamethylsilazane / tetrahydrofuran / 0.33 h / 20 °C

8: hydrogen

With carbon tetrabromide; water; hydrogen; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; sodium hydride; potassium carbonate; acetic acid; triphenylphosphine; potassium iodide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil; 6: |Appel Halogenation;

DOI:10.1007/s11164-016-2616-6

upstream raw materials:

ethyl 3-acetamido-2-oxo-1,2,3,4-tetrahydroquinoline-3-carboxylate

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