3-amino-6-chloro-4-phenylquinolin-2(1H)-one

Base Information

• Chemical Name: 3-amino-6-chloro-4-phenylquinolin-2(1H)-one
• CAS No.: 5220-83-7
• Molecular Formula: C15H11ClN2O
• Molecular Weight: 270.718
• European Community (EC) Number: 822-606-1
• DSSTox Substance ID: DTXSID30396746
• Nikkaji Number: J1.873.724H
• Wikidata: Q82197628
• ChEMBL ID: CHEMBL462120
• Mol file: 5220-83-7.mol

Synonyms:5220-83-7;3-amino-6-chloro-4-phenylquinolin-2(1H)-one;3-Amino-6-chloro-4-phenyl-1H-quinolin-2-one;3-Amino-6-chloro-4-phenylcarbostyril;3-amino-6-chloro-4-phenylquinolin-2-ol;3-Amino-6-chloro-4-phenyl-2(1H)-quinolinone;STK380592;3-Amino-6-chloro-4-phenyl-carbostyril;Kinome_781;3-Amino-6-chloro-4-phenyl-2-quinolinone;Oprea1_076972;Oprea1_504590;CHEMBL462120;SCHEMBL9363357;DTXSID30396746;DTVBJIVUGSOZDZ-UHFFFAOYSA-N;AKOS005450026;AKOS016000797;SB70401;2-quinolinol,3-amino-6-chloro-4-phenyl-;CS-0033166;FT-0661688;3-amino-6-chloro-4-phenyl-2(1H)-quinolone;6-Chloro-4-phenyl-3-aminoquinoline-2(1H)-one;EN300-1709730;SR-01000458461;SR-01000458461-1;Z2574937064

Chemical Property of 3-amino-6-chloro-4-phenylquinolin-2(1H)-one

Chemical Property:

• Melting Point: 239-241 °C(Solv: ethanol (64-17-5))
• Boiling Point: 494.7±45.0 °C(Predicted)
• PKA: 9.76±0.70(Predicted)
• PSA: 59.14000
• Density: 1.341±0.06 g/cm3(Predicted)
• LogP: 4.42420
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 270.0559907
• Heavy Atom Count: 19
• Complexity: 401

Purity/Quality:

99% ^*data from raw suppliers

3-Amino-6-chloro-4-phenylcarbostyril ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(C(=O)NC3=C2C=C(C=C3)Cl)N

Technology Process of 3-amino-6-chloro-4-phenylquinolin-2(1H)-one

There total 5 articles about 3-amino-6-chloro-4-phenylquinolin-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: 87.0%

1-(6-Chloro-2-oxo-4-phenyl-1,2-dihydro-quinolin-3-yl)-pyridinium; chloride (25759-97-1) → 3-amino-6-chloro-1,2-dihydro-2-oxo-4-phenylquinoline (5220-83-7)

Guidance literature:

With aniline; for 2h; Heating;

Reference yield: 82.0%

5-chloro-2-(chloroacetylamino)benzophenone (4016-85-7) → 6-chloro-1,2-dihydro-4-phenylquinazoline (21882-29-1) + 3-amino-6-chloro-1,2-dihydro-2-oxo-4-phenylquinoline (5220-83-7) + 6-chloro-4-phenylquinazoline (4015-28-5) + desmethyldiazepam (1088-11-5)

Guidance literature:

With hexamethylenetetramine; ammonia; In ethanol; at 70 ℃; Further byproducts given;

Reference yield:

N-(2-Benzoyl-4-chloro-phenyl)-2-methanesulfonylamino-acetamide (80837-62-3) → 3-amino-6-chloro-1,2-dihydro-2-oxo-4-phenylquinoline (5220-83-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / 1) Na/ethanol; 2) glacial acetic acid / ethanol / 2 h / Heating

2: 63 percent / conc. H₂SO₄/H₂O / 0.5 h / 140 - 150 °C

With ethanol; sulfuric acid; water; sodium; acetic acid; In ethanol;

upstream raw materials:

1-(6-Chloro-2-oxo-4-phenyl-1,2-dihydro-quinolin-3-yl)-pyridinium; chloride

5-chloro-2-(chloroacetylamino)benzophenone

N-(2-Benzoyl-4-chloro-phenyl)-2-methanesulfonylamino-acetamide

Downstream raw materials:

3-acetylamino-6-chloro-4-phenyl-1H-quinolin-2-one

6-chloro-2-methylsulfanyl-4-phenyl-quinolin-3-ylamine

N-(6-chloro-1,2-dihydro-2-oxo-4-phenyl-3-quinolyl)-N'-(2,4-difluorophenyl)urea

di-morpholin-4-yl-phosphinic acid 3-amino-6-chloro-4-phenyl-quinolin-2-yl ester