2-Benzylisoquinoline-1,3,4-trione

Base Information

• Chemical Name: 2-Benzylisoquinoline-1,3,4-trione
• CAS No.: 21640-35-7
• Molecular Formula: C16H11 N O3
• Molecular Weight: 265.268
• Hs Code.: 2933499090
• ChEMBL ID: CHEMBL382859
• DSSTox Substance ID: DTXSID80463477
• Nikkaji Number: J258.775K
• Pharos Ligand ID: HWWRUGTADRPT
• Wikidata: Q82288368
• Mol file: 21640-35-7.mol

Synonyms:2-benzylisoquinoline-1,3,4-trione;21640-35-7;2-BENZYL-ISOQUINOLINE-1,3,4-TRIONE;2-Benzylisoquinoline-1,3,4(2H)-trione;CHEMBL382859;Isoquinoline-1,3,4-trione 2c;SCHEMBL13442853;BDBM10250;DTXSID80463477;AKOS015966149;PD180371;2-benzyl-1,2,3,4-tetrahydroisoquinoline-1,3,4-trione

Chemical Property of 2-Benzylisoquinoline-1,3,4-trione

Chemical Property:

• PSA: 54.45000
• LogP: 1.98980
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 265.07389321
• Heavy Atom Count: 20
• Complexity: 425

Purity/Quality:

99%min ^*data from raw suppliers

2-BENZYL-ISOQUINOLINE-1,3,4-TRIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C(=O)C3=CC=CC=C3C(=O)C2=O

Technology Process of 2-Benzylisoquinoline-1,3,4-trione

There total 15 articles about 2-Benzylisoquinoline-1,3,4-trione 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: 88.0%

2-(phenylmethyl)isoquinoline-1,3(2H,4H)-dione (21640-31-3) → N-benzylisoquinoline-1,3,4(2H)-trione (21640-35-7)

Guidance literature:

With ruthenium(IV) oxide; sodium periodate; In ethyl acetate; for 3.5h; Ambient temperature;

DOI:10.1248/cpb.37.3380

Reference yield: 81.0%

2-(4-benzylphenyl)-3,4-dihydroisoquinolin-1(2H)-one (6772-61-8) → N-benzylisoquinoline-1,3,4(2H)-trione (21640-35-7)

Guidance literature:

With ruthenium(IV) oxide; sodium periodate; In ethyl acetate; for 4h; Ambient temperature;

DOI:10.1248/cpb.37.3380

Reference yield: 78.0%

2-(phenylmethyl)isoquinoline-1,3(2H,4H)-dione (21640-31-3) → N-benzylisoquinoline-1,3,4(2H)-trione (21640-35-7) + N-benzyl-3-hydroxyisobenzofuran-1-one-3-carbamide

Guidance literature:

With oxygen; thiamine diphosphate; In pyridine; benzene; for 12h; Irradiation;

DOI:10.1016/S0040-4020(99)00502-5

upstream raw materials:

2-(4-benzylphenyl)-3,4-dihydroisoquinolin-1(2H)-one

2-(phenylmethyl)isoquinoline-1,3(2H,4H)-dione

isoquinoline-1,3,4-trione

benzyl chloride

Refernces

• 1、 You, Yong,Lu, Wen-Ya,Xie, Ke-Xin,Zhao, Jian-Qiang,Wang, Zhen-Hua,Yuan, Wei-Cheng. "Enantioselective synthesis of isoquinoline-1,3(2: H,4 H)-dione derivatives via a chiral phosphoric acid catalyzed aza-Friedel-Crafts reaction". supporting information. p. 8478 - 8481. Retrieved 2019/07/22.
• 2、 Zhu, Di,Luo, Wen-Kun,Yang, Luo,Ma, Da-You. "Iodine-catalyzed oxidative multiple C-H bond functionalization of isoquinolines with methylarenes: An efficient synthesis of isoquinoline-1,3,4(2: H)-triones". supporting information. p. 7112 - 7116. Retrieved 2017/09/07.