9-Bromo-6H-indolo[2,3-b]quinoxaline

Base Information

• Chemical Name: 9-Bromo-6H-indolo[2,3-b]quinoxaline
• CAS No.: 57743-36-9
• Molecular Formula: C14H8BrN3
• Molecular Weight: 298.142
• Hs Code.: 2933990090
• NSC Number: 78689
• DSSTox Substance ID: DTXSID40418261
• Nikkaji Number: J2.029.437J
• Wikidata: Q82228711
• ChEMBL ID: CHEMBL601338
• Mol file: 57743-36-9.mol

Synonyms:9-Bromo-6H-indolo[2,3-b]quinoxaline;57743-36-9;9-bromo-6H-indolo[3,2-b]quinoxaline;GNF-Pf-1826;9-Bromo-6H-indolo(2,3-b)quinoxaline;NSC78689;Cambridge id 6114521;Oprea1_094652;Oprea1_270771;Oprea1_435961;CHEMBL601338;DTXSID40418261;HMS3428A03;NSC-78689;STK883832;AKOS000630264;CS-0317611;EU-0067273;AG-690/11351647;SR-01000392535;SR-01000392535-1;Z57102759;F0010-0536

Chemical Property of 9-Bromo-6H-indolo[2,3-b]quinoxaline

Chemical Property:

• Vapor Pressure: 7.67E-11mmHg at 25°C
• Boiling Point: 531.4°C at 760 mmHg
• Flash Point: 275.2°C
• PSA: 41.57000
• Density: 1.725g/cm³
• LogP: 4.02680
• Storage Temp.: 2-8°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 296.99016
• Heavy Atom Count: 18
• Complexity: 324

Purity/Quality:

98.5% ^*data from raw suppliers

9-bromo-6H-indolo[2,3-b]quinoxaline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C3C4=C(C=CC(=C4)Br)NC3=N2

Technology Process of 9-Bromo-6H-indolo[2,3-b]quinoxaline

There total 4 articles about 9-Bromo-6H-indolo[2,3-b]quinoxaline 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: 97.0%

5-Bromo-1H-indole-2,3-dione (87-48-9) + 1,2-diamino-benzene (95-54-5) → 9-bromo-6H-Indolo[2,3-b]quinoxaline (57743-36-9)

Guidance literature:

In 1,4-dioxane; for 0.25h; Heating;

DOI:10.1002/jhet.5570170441

Reference yield: 96.8%

indophenazine (243-59-4,84055-81-2) → 9-bromo-6H-Indolo[2,3-b]quinoxaline (57743-36-9)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2h;

Reference yield: 52.0%

5-Bromo-1H-indole-2,3-dione (87-48-9) + 1,2-diamino-benzene (95-54-5) → 3-(2'-amino-5'-bromophenyl)-quinoxaline-2(1H)-one (91658-80-9) + 9-bromo-6H-Indolo[2,3-b]quinoxaline (57743-36-9)

Guidance literature:

In acetic acid; for 1h; Product distribution; Heating; influence of solvents of diff. polarity on reaction time;

DOI:10.1007/BF00514308

upstream raw materials:

5-Bromo-1H-indole-2,3-dione

1,2-diamino-benzene

indophenazine

Downstream raw materials:

2-(2-bromoindolo[3,2-b]quinoxalin-5-yl)-N-{[(cyclohexylamino)oxomethyl]amino}ethanamide

2-(2-bromoindolo[3,2-b]quinoxalin-5-yl)-N-{[(cyclohexylamino)thioxomethyl]amino}ethanamide

5-(9-Bromo-indolo[2,3-b]quinoxalin-6-ylmethyl)-4-phenyl-4H-[1,2,4]triazole-3-thiol

5-(9-Bromo-indolo[2,3-b]quinoxalin-6-ylmethyl)-4-p-tolyl-4H-[1,2,4]triazole-3-thiol

Refernces

• 1、 Dong, Dai,Fang, Da,Li, Hairong,Zhu, Caixia,Zhao, Xianghua,Li, Jiewei,Jin, Lingzhi,Xie, Linghai,Chen, Lin,Zhao, Jianfeng,Zhang, Hongmei,Huang, Wei. "C?H Direct Arylated 6H-Indolo[2,3-b]quinoxaline Derivative as a Thickness-Dependent Hole-Injection Layer". . p. 920 - 926. Retrieved 2017.
• 2、 Grekhneva, E. V.,Kudryavcev, T. A.,Kudryavtseva, T. N.,Lamanov, A. Y.,Melnichenko, V. E.. "Synthesis of New 2-(6H-Indolo[2,3-b]quinoxalin-6-yl)-1-phenylethane-1-ones". . p. 2114 - 2117. Retrieved 2021/11/13.
• 3、 Bhargava, Sangeeta,Soni,Rathore, Deepti. "An environmentally benign attribute for the expeditious synthesis of quinoxaline and its derivatives". . . Retrieved 2019/08/08.