N-ethyl-N-D₅-phenyl-1,2-dihydro-4-hydroxy-5-chloro-1-methyl-2-oxoquinoline-3-carboxamide

Base Information

• Chemical Name: N-ethyl-N-D₅-phenyl-1,2-dihydro-4-hydroxy-5-chloro-1-methyl-2-oxoquinoline-3-carboxamide
• CAS No.: 1214267-09-0
• Molecular Formula: C₁₉H₁₇ClN₂O₃
• Molecular Weight: 361.769

Synonyms:N-ethyl-N-D₅-phenyl-1,2-dihydro-4-hydroxy-5-chloro-1-methyl-2-oxoquinoline-3-carboxamide

Chemical Property of N-ethyl-N-D₅-phenyl-1,2-dihydro-4-hydroxy-5-chloro-1-methyl-2-oxoquinoline-3-carboxamide

Chemical Property:

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

Safty Information:

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Technology Process of N-ethyl-N-D₅-phenyl-1,2-dihydro-4-hydroxy-5-chloro-1-methyl-2-oxoquinoline-3-carboxamide

There total 3 articles about N-ethyl-N-D₅-phenyl-1,2-dihydro-4-hydroxy-5-chloro-1-methyl-2-oxoquinoline-3-carboxamide 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:

N-ethylaniline-d5 + 5-chloro-1,2-dihydro-4-hydroxy-1-methyl-2-oxo-3-quinolinecarboxylic acid (335640-50-1) → N-ethyl-N-D5-phenyl-1,2-dihydro-4-hydroxy-5-chloro-1-methyl-2-oxoquinoline-3-carboxamide (1214267-09-0)

Guidance literature:

With thionyl chloride; triethylamine; In dichloromethane; at 0 ℃; for 3.5h; Inert atmosphere;

Reference yield:

aniline-d5 (4165-61-1) → N-ethyl-N-D5-phenyl-1,2-dihydro-4-hydroxy-5-chloro-1-methyl-2-oxoquinoline-3-carboxamide (1214267-09-0)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene / 1.5 h / 0 °C / Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 2.42 h / 0 °C / Inert atmosphere; Reflux

3: thionyl chloride; triethylamine / dichloromethane / 3.5 h / 0 °C / Inert atmosphere

With lithium aluminium tetrahydride; thionyl chloride; triethylamine; In tetrahydrofuran; dichloromethane; toluene;

Reference yield:

acetanilide-d5 (15826-91-2) → N-ethyl-N-D5-phenyl-1,2-dihydro-4-hydroxy-5-chloro-1-methyl-2-oxoquinoline-3-carboxamide (1214267-09-0)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 2.42 h / 0 °C / Inert atmosphere; Reflux

2: thionyl chloride; triethylamine / dichloromethane / 3.5 h / 0 °C / Inert atmosphere

With lithium aluminium tetrahydride; thionyl chloride; triethylamine; In tetrahydrofuran; dichloromethane;

upstream raw materials:

5-chloro-1,2-dihydro-4-hydroxy-1-methyl-2-oxo-3-quinolinecarboxylic acid

aniline-d5

acetanilide-d5

Downstream raw materials:

N-ethyl-N-D₅-phenyl-1,2-dihydro-4-hydroxy-5-chloro-1-methyl-2-oxoquinoline-3-carboxamide sodium salt

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