6-Bromoquinoxalin-2(1H)-one

Base Information

• Chemical Name: 6-Bromoquinoxalin-2(1H)-one
• CAS No.: 55687-34-8
• Molecular Formula: C8H5 Br N2 O
• Molecular Weight: 225.044
• Hs Code.: 2933990090
• European Community (EC) Number: 852-714-4
• DSSTox Substance ID: DTXSID20506872
• Wikidata: Q72512556
• Mol file: 55687-34-8.mol

Synonyms:55687-34-8;6-BROMOQUINOXALIN-2(1H)-ONE;6-Bromo-2-hydroxyquinoxaline;6-bromo-1H-quinoxalin-2-one;6-bromoquinoxalin-2-ol;2(1H)-Quinoxalinone, 6-bromo-;6-Bromo-2-quinoxalinol;6-bromoquinoxalin-2-one;6-bromo-quinoxalin-2-ol;SCHEMBL782851;DTXSID20506872;BDBWPIXISLYKEG-UHFFFAOYSA-N;MFCD09834132;MFCD10566852;6-bromo-1,2-dihydroquinoxalin-2-one;AKOS015834754;AKOS015904195;7-bromo-3-oxo-3,4-dihydroquinoxaline;AB56375;CS-W005675;FS-2888;SY031934;AM20070367;FT-0689594;EN300-227558;A830753;Z1269154729;6-Bromoquinoxalin-2(1H)-one;4YO

Chemical Property of 6-Bromoquinoxalin-2(1H)-one

Chemical Property:

• Melting Point: 298-300 °C(Solv: acetic acid (64-19-7))
• Refractive Index: 1.721
• PKA: 8.10±0.70(Predicted)
• PSA: 45.75000
• Density: 1.822g/cm³
• LogP: 1.68560
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 223.95853
• Heavy Atom Count: 12
• Complexity: 229

Purity/Quality:

98%min ^*data from raw suppliers

6-bromoquinoxalin-2-ol 95-98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)N=CC(=O)N2

Technology Process of 6-Bromoquinoxalin-2(1H)-one

There total 8 articles about 6-Bromoquinoxalin-2(1H)-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: 90.0%

quinoxalin-2(1)-one (1196-57-2) → 6-bromoquinoxalin-2(1H)-one (55687-34-8)

Guidance literature:

With sulfuric acid; bromine; silver sulfate; In chloroform;

DOI:10.1002/cmdc.201400045

Reference yield: 86.0%

N-(4-bromo-2-nitrophenyl)-3-oxobutanamide (96089-46-2) → 6-bromoquinoxalin-2(1H)-one (55687-34-8)

Guidance literature:

N-(4-bromo-2-nitrophenyl)-3-oxobutanamide; With sodium hydroxide; In water; at 65 ℃; for 1h;

With sodium tetrahydroborate; water; at 20 ℃; for 1.5h;

With hydrogenchloride; In water; at 0 ℃;

Reference yield: 82.0%

glyoxylic acid ethyl ester (924-44-7) + 4-Bromo-benzene-1,2-diamine (1575-37-7) → 6-bromoquinoxalin-2(1H)-one (55687-34-8)

Guidance literature:

With sodium docusate; In water; at 20 ℃; for 1h;

DOI:10.1021/acs.joc.7b01548

upstream raw materials:

quinoxalin-2⁽¹⁾-one

6-Bromo-4-oxy-1H-quinoxalin-2-one

N-(4-bromo-2-nitrophenyl)-3-oxobutanamide

4-bromo-2-fluoronitrobenzene

Downstream raw materials:

isopropyl 7-bromo-3-oxo-3,4-dihydroquinoxaline-1(2H)-carboxylate

Isopropyl 7-(3-chlorophenyl)-3-oxo-3,4-dihydroquinoxalin-1(2H)-carboxylate

C₂₈H₂₈N₈

C₄₄H₅₈N₈O₅Si

Refernces

• 1、 Xu, Jun,Yang, Huiyong,He, Lei,Huang, Lin,Shen, Jiabin,Li, Wanmei,Zhang, Pengfei. "Synthesis of (E)-Quinoxalinone Oximes through a Multicomponent Reaction under Mild Conditions". supporting information. p. 195 - 201. Retrieved 2021/01/13.
• 2、 Ding, Ling,Hao, Yanke,Liu, Yuxiu,Niu, Kaikai,Song, Hongjian,Wang, Qingmin,Zhou, Pan. "Electro-oxidative C-H azolation of quinoxalin-2(1H)-ones". supporting information. p. 3246 - 3249. Retrieved 2021/05/21.