ethyl 4-hydroxy-5-methoxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylate

Base Information

• Chemical Name: ethyl 4-hydroxy-5-methoxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylate
• CAS No.: 248282-13-5
• Molecular Formula: C14H15NO5
• Molecular Weight: 277.277
• Mol file: 248282-13-5.mol

Synonyms:1,2-dihydro-4-hydroxy-5-methoxy-1-methyl-2-oxoquinoline-3-carboxylic acid ethyl ester;1,2-dihydro-4-hydroxy-5-methoxy-1-methyl-2-oxo- quinoline-3-carboxylic acid ethyl ester;1,2-dihydro-4hydroxy-5-methoxy-1-methyl-2-oxo-quinoline-3-carboxylic acid ethyl ester;ethyl 1,2-dihydro-4-hydroxy-1-methyl-5-methoxy-2-oxo-3-quinolinecarboxylate;

Chemical Property of ethyl 4-hydroxy-5-methoxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylate

Chemical Property:

• PSA: 77.76000
• LogP: 1.42940
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

Ethyl4-hydroxy-5-methoxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl 4-hydroxy-5-methoxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylate

There total 8 articles about ethyl 4-hydroxy-5-methoxy-1-methyl-2-oxo-1,2-dihydroquinoline-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: 48.0%

6-methoxy-1-methyl-2H-benzo[d][1,3]oxazine-2,4(1H)-dione (52851-64-6) + disodium 2,2-diethylamalonate (28290-06-4) → 1,2-dihydro-4-hydroxy-5-methoxy-1-methyl-2-oxo-quinoline-3-carboxylic acid ethyl ester (248282-13-5)

Guidance literature:

In water; N,N-dimethyl-formamide;

Reference yield:

sodium diethylmalonate (996-82-7,34727-00-9,73177-21-6) + 5-methoxy-1-methyl-2H-benzo[d][1,3]oxazine-2,4(1H)-dione (91105-97-4) → 1,2-dihydro-4-hydroxy-5-methoxy-1-methyl-2-oxo-quinoline-3-carboxylic acid ethyl ester (248282-13-5)

Guidance literature:

sodium diethylmalonate; 5-methoxy-1-methyl-2H-benzo[d][1,3]oxazine-2,4(1H)-dione; In N,N-dimethyl-formamide; at 20 - 100 ℃; for 3h;

With hydrogenchloride; In water; N,N-dimethyl-formamide; at 20 ℃; pH=4;

Reference yield:

diethyl malonate (105-53-3) + 5-methoxy-1-methyl-2H-benzo[d][1,3]oxazine-2,4(1H)-dione (91105-97-4) → 1,2-dihydro-4-hydroxy-5-methoxy-1-methyl-2-oxo-quinoline-3-carboxylic acid ethyl ester (248282-13-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 85 ℃; for 5h;

DOI:10.1021/jm031044w

upstream raw materials:

diethyl malonate

5-methoxy-1-methyl-2H-benzo[d][1,3]oxazine-2,4(1H)-dione

6-methoxyanthranilic acid

5-methoxy-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione

Downstream raw materials:

1,2-dihydro-4-hydroxy-5-methoxy-N,1-dimethyl-2-oxo-N-[4-(trifluoromethyl)phenyl]-3-quinolinecarboxamide

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