5-phenyl-6,7,8,9-tetrahydrobenzo<1,8>naphthiridine

Base Information

• Chemical Name: 5-phenyl-6,7,8,9-tetrahydrobenzo<1,8>naphthiridine
• CAS No.: 125867-44-9
• Molecular Formula: C₁₈H₁₆N₂
• Molecular Weight: 260.338

Synonyms:5-phenyl-6,7,8,9-tetrahydrobenzo<1,8>naphthiridine

Chemical Property of 5-phenyl-6,7,8,9-tetrahydrobenzo<1,8>naphthiridine

Chemical Property:

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Technology Process of 5-phenyl-6,7,8,9-tetrahydrobenzo<1,8>naphthiridine

There total 9 articles about 5-phenyl-6,7,8,9-tetrahydrobenzo<1,8>naphthiridine 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: 73.0%

2-amino-3-benzoylpyridine (3810-10-4) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 5-phenyl-6,7,8,9-tetrahydrobenzo<1,8>naphthiridine (125867-44-9)

Guidance literature:

With sulfuric acid; In acetic acid; for 4h; Heating;

Reference yield: 70.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + phenyl (2-pivaloylamino-3-pyridyl) ketone (125867-32-5) → 5-phenyl-6,7,8,9-tetrahydrobenzo<1,8>naphthiridine (125867-44-9)

Guidance literature:

With sulfuric acid; acetic acid; for 12h; Heating;

DOI:10.1002/jhet.5570260119

Reference yield:

benzaldehyde (100-52-7) → 5-phenyl-6,7,8,9-tetrahydrobenzo<1,8>naphthiridine (125867-44-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / 1.) n-BuLi/TMEDA / diethyl ether; hexane; tetrahydrofuran / 1.) -10 degC, 2 h, 2.) 0 degC, 2 h

2: 98 percent / MnO₂ / toluene / 3 h / Heating

3: 70 percent / AcOH, H₂SO₄ / 12 h / Heating

With manganese(IV) oxide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sulfuric acid; acetic acid; In tetrahydrofuran; diethyl ether; hexane; toluene;

DOI:10.1002/jhet.5570260119

upstream raw materials:

2-amino-3-benzoylpyridine

cyclohexanone

phenyl (2-pivaloylamino-3-pyridyl) ketone

2-(pivaloylamino)pyridine

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