Isoquinoline, 2-benzoyl-1,2-dihydro-

Base Information

• Chemical Name: Isoquinoline, 2-benzoyl-1,2-dihydro-
• CAS No.: 50624-29-8
• Molecular Formula: C16H13NO
• Molecular Weight: 235.285
• DSSTox Substance ID: DTXSID10447306
• Nikkaji Number: J432.322J
• Wikidata: Q82266163
• Mol file: 50624-29-8.mol

Synonyms:50624-29-8;isoquinolin-2(1H)-yl(phenyl)methanone;Isoquinoline, 2-benzoyl-1,2-dihydro-;1H-isoquinolin-2-yl-phenylmethanone;N-benzoylisoquinoline;SCHEMBL4552418;DTXSID10447306;2-benzoyl-1,2-dihydroisoquinoline;1,2-Dihydro-2-benzoylisoquinoline

Chemical Property of Isoquinoline, 2-benzoyl-1,2-dihydro-

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 235.099714038
• Heavy Atom Count: 18
• Complexity: 330

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=CC=CC=C2C=CN1C(=O)C3=CC=CC=C3

Technology Process of Isoquinoline, 2-benzoyl-1,2-dihydro-

There total 9 articles about Isoquinoline, 2-benzoyl-1,2-dihydro- 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: 50.0%

N-(Bis-trimethylsilanyl-methyl)-N-(2-formyl-benzyl)-benzamide (143360-43-4) → N-benzoyl-1,2-dihydroisoquinoline (50624-29-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1016/S0040-4039(00)74815-5

Reference yield: 37.0%

N-benzoylisoquinolinium triflate (138528-82-2) → N-benzoyl-1,2-dihydroisoquinoline (50624-29-8)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at 0 ℃; for 2h;

Reference yield:

2-{[(E)-Bis-trimethylsilanyl-methylimino]-methyl}-benzoic acid methyl ester (125951-14-6) → N-benzoyl-1,2-dihydroisoquinoline (50624-29-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) 1H-tetrazole, 2) m-chloroperoxybenzoic acid / 1) CH₂Cl₂, 25 deg C, 8 h, 2) -78 deg C to 25 deg C, overnight

2: 88percent HCOOH, H₂O / tetrahydrofuran / 0.5 h / 25 °C

3: 1) 1H-tetrazole, 2) m-chloroperoxybenzoic acid / 1) CH₂Cl₂, 25 deg C, 1 h, 2) -78 deg C to 25 deg C, overnight

4: H₂ / Pd(OH)2-C / acetic acid / 6 h / 760 Torr

With 1H-tetrazole; formic acid; water; hydrogen; 3-chloro-benzenecarboperoxoic acid; palladium hydroxide - carbon; In tetrahydrofuran; acetic acid;

DOI:10.1016/S0008-6215(00)90513-5

upstream raw materials:

N-benzoylisoquinolinium triflate

N-(Bis-trimethylsilanyl-methyl)-N-(2-formyl-benzyl)-benzamide

2-{[(E)-Bis-trimethylsilanyl-methylimino]-methyl}-benzoic acid methyl ester

2-{[(Bis-trimethylsilanyl-methyl)-amino]-methyl}-benzoic acid methyl ester