1-oxo-3,4-dihydro-1H-isoquinoline-2-carboxylic acid phenylamide

Base Information

• Chemical Name: 1-oxo-3,4-dihydro-1H-isoquinoline-2-carboxylic acid phenylamide
• CAS No.: 13797-31-4
• Molecular Formula: C₁₆H₁₄N₂O₂
• Molecular Weight: 266.299
• Mol file: 13797-31-4.mol

Synonyms:1-oxo-3,4-dihydro-1H-isoquinoline-2-carboxylic acid phenylamide

Chemical Property of 1-oxo-3,4-dihydro-1H-isoquinoline-2-carboxylic acid phenylamide

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 1-oxo-3,4-dihydro-1H-isoquinoline-2-carboxylic acid phenylamide

There total 11 articles about 1-oxo-3,4-dihydro-1H-isoquinoline-2-carboxylic acid phenylamide 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: 68.0%

methyl 2-(2-(3-phenylureido)ethyl)benzoate (1370650-88-6) → 1-oxo-3,4-dihydro-1H-isoquinoline-2-carboxylic acid phenylamide (13797-31-4)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1016/j.phytol.2011.04.017

Reference yield:

C10H8ClNO2 + aniline hydrochloride (142-04-1,36663-09-9) → 1-oxo-3,4-dihydro-1H-isoquinoline-2-carboxylic acid phenylamide (13797-31-4)

Guidance literature:

With triethylamine; In acetonitrile; at 0 - 20 ℃;

DOI:10.1021/jo900871a

Reference yield:

methyl 2-(3-chloro-3-oxopropyl)benzoate (1370650-73-9) → 1-oxo-3,4-dihydro-1H-isoquinoline-2-carboxylic acid phenylamide (13797-31-4)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium azide / water; acetone / 1 h / 0 °C

2: benzene / 1 h / Reflux

3: dichloromethane / 2 h / 20 °C

4: sodium hydride / tetrahydrofuran / 1 h / 0 °C

With sodium azide; sodium hydride; In tetrahydrofuran; dichloromethane; water; acetone; benzene; 2: Curtius rearrangement;

DOI:10.1016/j.phytol.2011.04.017

upstream raw materials:

aniline hydrochloride

methyl 2-(3-chloro-3-oxopropyl)benzoate

methyl 2-(3-azido-3-oxopropyl)benzoate

methyl 2-(2-isocyanatoethyl)benzoate

Downstream raw materials:

4-bromo-1-oxo-N-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

1-isoquinolone