4-(2-aminocarbonylethyl)-7-chloro-3-phenyl-2(1H)-quinolone

Base Information

• Chemical Name: 4-(2-aminocarbonylethyl)-7-chloro-3-phenyl-2(1H)-quinolone
• CAS No.: 150097-65-7
• Molecular Formula: C₁₈H₁₅ClN₂O₂
• Molecular Weight: 326.782
• Mol file: 150097-65-7.mol

Synonyms:4-(2-aminocarbonylethyl)-7-chloro-3-phenyl-2(1H)-quinolone

Chemical Property of 4-(2-aminocarbonylethyl)-7-chloro-3-phenyl-2(1H)-quinolone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(2-aminocarbonylethyl)-7-chloro-3-phenyl-2(1H)-quinolone

There total 8 articles about 4-(2-aminocarbonylethyl)-7-chloro-3-phenyl-2(1H)-quinolone 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: 3.0%

4-(2-carboxyethyl)-7-chloro-3-phenyl-2(1H)-quinolone (150097-63-5) → 4-(2-aminocarbonylethyl)-7-chloro-3-phenyl-2(1H)-quinolone (150097-65-7)

Guidance literature:

With ammonium acetate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; for 72h; Ambient temperature;

DOI:10.1021/jm9605492

Reference yield:

(2-amino-4-chlorophenyl)methanol (37585-16-3) → 4-(2-aminocarbonylethyl)-7-chloro-3-phenyl-2(1H)-quinolone (150097-65-7)

Guidance literature:

Multi-step reaction with 8 steps

1: triethylamine / CH₂Cl₂ / 2 h / Ambient temperature

2: aq. NaOH / methanol / 0.75 h / 50 °C

3: pyridinium chloroformate, 4 Angstroem molecular sieves / CH₂Cl₂ / 1.5 h / Ambient temperature

4: 54 percent / TiCl₄ / CH₂Cl₂ / a) -78 deg C, 15 min, b) 0 deg C, 45 min, c) RT, 3 h

5: pyridinium chloroformate, 4 Angstroem molecular sieves / CH₂Cl₂ / 1.5 h / Ambient temperature

6: EtOH, NaH / 30 h / Ambient temperature

7: aq. NaOH / methanol / 1 h / Heating

8: 3 percent / triethylamine, ammonium acetate, 1-hydroxybenzotriazole, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide / tetrahydrofuran / 72 h / Ambient temperature

With ammonium acetate; sodium hydroxide; pyridinium chloroformate; ethanol; 4 A molecular sieve; titanium tetrachloride; sodium hydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jm9605492

Reference yield:

2-(Benzylcarbonylamino)-4-chloro benzaldehyde (150097-78-2) → 4-(2-aminocarbonylethyl)-7-chloro-3-phenyl-2(1H)-quinolone (150097-65-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 54 percent / TiCl₄ / CH₂Cl₂ / a) -78 deg C, 15 min, b) 0 deg C, 45 min, c) RT, 3 h

2: pyridinium chloroformate, 4 Angstroem molecular sieves / CH₂Cl₂ / 1.5 h / Ambient temperature

3: EtOH, NaH / 30 h / Ambient temperature

4: aq. NaOH / methanol / 1 h / Heating

5: 3 percent / triethylamine, ammonium acetate, 1-hydroxybenzotriazole, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide / tetrahydrofuran / 72 h / Ambient temperature

With ammonium acetate; sodium hydroxide; pyridinium chloroformate; ethanol; 4 A molecular sieve; titanium tetrachloride; sodium hydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jm9605492

upstream raw materials:

4-(2-carboxyethyl)-7-chloro-3-phenyl-2(1H)-quinolone

(2-amino-4-chlorophenyl)methanol

2-(Benzylcarbonylamino)-4-chloro benzaldehyde

N-(Benzylcarbonyl)-5-chloro-2-hydroxymethylaniline

Downstream raw materials:

7-chloro-4-(2-cyanoethyl)-3-phenyl-quinolin-2(1H)-one