5-bromoisoquinolin-1(2H)-one

Base Information

• Chemical Name: 5-bromoisoquinolin-1(2H)-one
• CAS No.: 190777-77-6
• Molecular Formula: C9H6BrNO
• Molecular Weight: 224.057
• Hs Code.: 2933790090
• European Community (EC) Number: 822-138-8
• DSSTox Substance ID: DTXSID50440376
• Nikkaji Number: J1.152.289K
• Wikidata: Q72445939
• Pharos Ligand ID: JT1UPA6V51TB
• ChEMBL ID: CHEMBL1173518
• Mol file: 190777-77-6.mol

Synonyms:5-bromoisoquinolin-1(2H)-one;190777-77-6;5-bromoisoquinolin-1-ol;5-bromo-2H-isoquinolin-1-one;5-bromo-1,2-dihydroisoquinolin-1-one;CHEMBL1173518;MFCD11226915;5-Bromo-1(2H)-isoquinolinone;SCHEMBL2172575;5-Bromoisoquinoline-1(2H)-one;SCHEMBL14250663;DTXSID50440376;UKIWLFJYNMJPEG-UHFFFAOYSA-N;BDBM50322360;CL1042;AKOS015919359;AKOS023554350;AB64049;AT34117;CS-W006094;DS-2395;FS-3653;5-bromo-1,2-dihydro-1-oxoisoquinoline;SY042308;AM20050915;BB 0261177;FT-0654209;EN300-141483;A813439;F8888-1294;Z1269168088;5-Bromoisoquinolin-1(2H)-one

Chemical Property of 5-bromoisoquinolin-1(2H)-one

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.63
• Boiling Point: 443.15 °C at 760 mmHg
• PKA: 12.19±0.20(Predicted)
• Flash Point: 221.809 °C
• PSA: 33.12000
• Density: 1.620
• LogP: 2.70290
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 222.96328
• Heavy Atom Count: 12
• Complexity: 227

Purity/Quality:

99% ^*data from raw suppliers

5-Bromoisoquinolin-1(2H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CNC2=O)C(=C1)Br

Technology Process of 5-bromoisoquinolin-1(2H)-one

There total 18 articles about 5-bromoisoquinolin-1(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: 87.0%

5-bromoisoquinolin-2-ium-2-olate (223671-17-8) → 5-bromo-1,2-dihydroisoquinolin-1-one (190777-77-6)

Guidance literature:

With 1,8-dimethoxy-10-phenyl-9-(o-tolyl)acridin-10-ium chloride; In dimethyl sulfoxide; at 20 ℃; for 8h; Irradiation; Green chemistry;

DOI:10.1039/d1gc01460a

Reference yield: 85.0%

→ 5-bromo-1,2-dihydroisoquinolin-1-one (190777-77-6)

Guidance literature:

With water; sodium acetate; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In 1,2-dichloro-ethane; at 60 - 85 ℃;

Reference yield: 83.7%

5-bromoisoquinoline (34784-04-8) → 5-bromo-1,2-dihydroisoquinolin-1-one (190777-77-6)

Guidance literature:

5-bromoisoquinoline; With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 25 ℃; for 1h;

With acetic anhydride; at 120 ℃; for 2h;

With sodium hydroxide; In water; at 100 ℃; for 2h;

upstream raw materials:

(E)-3-(2-Bromo-phenyl)-acryloyl azide

5-bromoisocoumarin

5-aminoisocoumarin

5-nitro-1H-isochromen-1-one

Downstream raw materials:

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-dihydroisoquinolin-1-one

5-bromo-2-methyl-2H-isoquinolin-1-one

Refernces

• 1、 Bhuyan, Samuzal,Chhetri, Karan,Hossain, Jagir,Jana, Saibal,Mandal, Susanta,Roy, Biswajit Gopal. "Efficient visible light mediated synthesis of quinolin-2(1H)-ones from quinolineN-oxides". . p. 5049 - 5055. Retrieved 2021/07/29.
• 2、 Tanaka, Yuta,Kurasawa, Osamu,Yokota, Akihiro,Klein, Michael G.,Saito, Bunnai,Matsumoto, Shigemitsu,Okaniwa, Masanori,Ambrus-Aikelin, Geza,Uchiyama, Noriko,Morishita, Daisuke,Kimura, Hiromichi,Imamura, Shinichi. "New Series of Potent Allosteric Inhibitors of Deoxyhypusine Synthase". . p. 1645 - 1652. Retrieved 2020/09/15.