7-benzyl-1-hydroxy-3-oxo-4-cyan-5,6,7,8-tetrahydro-2,7-naphthyridin-3(2H)-one

Base Information

• Chemical Name: 7-benzyl-1-hydroxy-3-oxo-4-cyan-5,6,7,8-tetrahydro-2,7-naphthyridin-3(2H)-one
• CAS No.: 181373-59-1
• Molecular Formula: C₁₆H₁₅N₃O₂
• Molecular Weight: 281.314
• Mol file: 181373-59-1.mol

Synonyms:7-benzyl-1-hydroxy-3-oxo-4-cyan-5,6,7,8-tetrahydro-2,7-naphthyridin-3(2H)-one

Chemical Property of 7-benzyl-1-hydroxy-3-oxo-4-cyan-5,6,7,8-tetrahydro-2,7-naphthyridin-3(2H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-benzyl-1-hydroxy-3-oxo-4-cyan-5,6,7,8-tetrahydro-2,7-naphthyridin-3(2H)-one

There total 2 articles about 7-benzyl-1-hydroxy-3-oxo-4-cyan-5,6,7,8-tetrahydro-2,7-naphthyridin-3(2H)-one 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: 93.2%

sodium salt of 1-benzyl-4-hydroxy-3-methoxycarbonyl-1,2,5,6-tetrahydropyridine + cyanoacetic acid amide (107-91-5) → 7-benzyl-1-hydroxy-3-oxo-4-cyan-5,6,7,8-tetrahydro-2,7-naphthyridin-3(2H)-one (181373-59-1)

Guidance literature:

With sodium hydroxide; In methanol; stirred for 1.5 h at 20 deg C; boiled with reflux for 8 h;

DOI:10.1007/BF02219320

Reference yield:

bis(2-methoxycarbonylethyl)benzylamine (793-19-1) → 7-benzyl-1-hydroxy-3-oxo-4-cyan-5,6,7,8-tetrahydro-2,7-naphthyridin-3(2H)-one (181373-59-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 71.7 percent / sodium; methanol / benzene / 3 h / boiled with reflux

2: 93.2 percent / sodium hydroxide / methanol / stirred for 1.5 h at 20 deg C; boiled with reflux for 8 h

With methanol; sodium hydroxide; sodium; In methanol; benzene; 1: Cyclization / 2: Condensation;

DOI:10.1007/BF02219320

Reference yield: 84.9%

7-benzyl-1-hydroxy-3-oxo-4-cyan-5,6,7,8-tetrahydro-2,7-naphthyridin-3(2H)-one (181373-59-1) → 7-benzyl-1-hydroxy-4-carbamoyl-3-oxo-5,6,7,8-tetrahydro-2,7-naphthyridin-3(2H)-one

Guidance literature:

With sulfuric acid; for 2h; boiled on water bath;

DOI:10.1007/BF02219320

upstream raw materials:

cyanoacetic acid amide

bis(2-methoxycarbonylethyl)benzylamine