4-methoxybenzyl 5-chloro-1-cyclopropyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-1,4-dihydroquinolin-3-carboxylate

Base Information

• Chemical Name: 4-methoxybenzyl 5-chloro-1-cyclopropyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-1,4-dihydroquinolin-3-carboxylate
• CAS No.: 1429440-04-9
• Molecular Formula: C₃₇H₃₄ClNO₈
• Molecular Weight: 656.132
• Mol file: 1429440-04-9.mol

Synonyms:4-methoxybenzyl 5-chloro-1-cyclopropyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-1,4-dihydroquinolin-3-carboxylate

Chemical Property of 4-methoxybenzyl 5-chloro-1-cyclopropyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-1,4-dihydroquinolin-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-methoxybenzyl 5-chloro-1-cyclopropyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-1,4-dihydroquinolin-3-carboxylate

There total 8 articles about 4-methoxybenzyl 5-chloro-1-cyclopropyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-1,4-dihydroquinolin-3-carboxylate 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: 82.0%

5-chloro-1-cyclopropyl-6,7-dihydroxy-4-oxo-1,4-dihydroquinolin-3-carboxylic acid (1429440-03-8) + p-methoxybenzyl chloride (824-94-2) → 4-methoxybenzyl 5-chloro-1-cyclopropyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-1,4-dihydroquinolin-3-carboxylate (1429440-04-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 5h; Inert atmosphere;

Reference yield:

ethyl 3-(dimethylamino)-2-(2,4,5-trifluorobenzoyl)prop-2-enoate (138998-46-6) → 4-methoxybenzyl 5-chloro-1-cyclopropyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-1,4-dihydroquinolin-3-carboxylate (1429440-04-9)

Guidance literature:

Multi-step reaction with 7 steps

1.1: diethyl ether; ethanol / 2 h / 20 °C / Inert atmosphere

1.2: 2 h / 100 °C / Inert atmosphere

2.1: water; potassium hydroxide / 48 h / 130 °C / Inert atmosphere

3.1: sulfuric acid; potassium nitrate / 0 - 20 °C / Inert atmosphere

4.1: sodiumsulfide nonahydrate; water / ethanol / 2 h / 100 °C / Inert atmosphere

5.1: hydrogenchloride; sodium nitrite / water / 7 h / 0 - 95 °C / Inert atmosphere

6.1: methanol; boron tribromide / dichloromethane / -78 - 20 °C / Inert atmosphere

7.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 50 °C / Inert atmosphere

With hydrogenchloride; methanol; sodiumsulfide nonahydrate; sulfuric acid; water; boron tribromide; potassium carbonate; potassium nitrate; potassium hydroxide; sodium nitrite; In diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

1-cyclopropyl-6,7-dimethoxy-5-nitro-4-oxo-1,4-dihydroquinolin-3-carboxylic acid (1429440-00-5) → 4-methoxybenzyl 5-chloro-1-cyclopropyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-1,4-dihydroquinolin-3-carboxylate (1429440-04-9)

Guidance literature:

Multi-step reaction with 4 steps

1: sodiumsulfide nonahydrate; water / ethanol / 2 h / 100 °C / Inert atmosphere

2: hydrogenchloride; sodium nitrite / water / 7 h / 0 - 95 °C / Inert atmosphere

3: methanol; boron tribromide / dichloromethane / -78 - 20 °C / Inert atmosphere

4: potassium carbonate / N,N-dimethyl-formamide / 5 h / 50 °C / Inert atmosphere

With hydrogenchloride; methanol; sodiumsulfide nonahydrate; water; boron tribromide; potassium carbonate; sodium nitrite; In ethanol; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

5-chloro-1-cyclopropyl-6,7-dihydroxy-4-oxo-1,4-dihydroquinolin-3-carboxylic acid

p-methoxybenzyl chloride

2,4,5-trifluorobenzoyl chloride

ethyl 3-(dimethylamino)-2-(2,4,5-trifluorobenzoyl)prop-2-enoate

Downstream raw materials:

5-chloro-1-cyclopropyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid