1,4-Dibromoisoquinoline

Base Information

• Chemical Name: 1,4-Dibromoisoquinoline
• CAS No.: 51206-40-7
• Molecular Formula: C9H5Br2N
• Molecular Weight: 286.953
• Hs Code.: 2933499090
• Mol file: 51206-40-7.mol

Synonyms:Isoquinoline, 1,4-dibromo-;

Chemical Property of 1,4-Dibromoisoquinoline

Chemical Property:

• Boiling Point: 352.519 °C at 760 mmHg
• PKA: -0.02±0.31(Predicted)
• Flash Point: 166.998 °C
• PSA: 12.89000
• Density: 1.924 g/cm³
• LogP: 3.75980
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

1,4-Dibromoisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,4-Dibromoisoquinoline

There total 5 articles about 1,4-Dibromoisoquinoline 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: 96.0%

1-hydroxyisoquinoline (491-30-5,87602-67-3) → 1,4-dibromoisoquinoline (51206-40-7)

Guidance literature:

With phosphorus pentabromide; at 140 ℃; for 0.166667h;

Reference yield: 96.0%

1-isoquinolone (491-30-5) → 1,4-dibromoisoquinoline (51206-40-7)

Guidance literature:

With phosphorus pentabromide; at 140 ℃; for 0.166667h; Neat (no solvent);

Reference yield: 73.0%

4-bromoisoquinoline N-oxide (3749-21-1) → 1,4-dibromoisoquinoline (51206-40-7)

Guidance literature:

With N,N-dimethyl-formamide; phosphorus(V) oxybromide; In dichloromethane; at 0 - 25 ℃; for 6h; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2016.07.083

upstream raw materials:

1-hydroxyisoquinoline

1-isoquinolone

1-bromoisoquinoline

4-bromoisoquinoline N-oxide

Downstream raw materials:

1-(4-chloroaniline)-4-bromoisoquinoline

4-bromo-1-iodoisoquinoline

1-(4-chlorophenylamino)-4-(pyridin-4-ylthio)isoquinoline

Refernces

• 1、 Richardson, Benjamin G.,Jain, Atul D.,Potteti, Haranatha R.,Lazzara, Phillip R.,David, Brian P.,Tamatam, Chandra R.,Choma, Ewelina,Skowron, Kornelia,Dye, Katherine,Siddiqui, Zamia,Wang, Yue-Ting,Krunic, Aleksej,Reddy, Sekhar P.,Moore, Terry W.. "Replacement of a Naphthalene Scaffold in Kelch-like ECH-Associated Protein 1 (KEAP1)/Nuclear Factor (Erythroid-derived 2)-like 2 (NRF2) Inhibitors". . p. 8029 - 8047. Retrieved 2018/09/12.
• 2、 Wang, Dong,Wang, Yuxi,Zhao, Junjie,Li, Linna,Miao, Longfei,Wang, Dong,Sun, Hua,Yu, Peng. "A highly practical and convenient halogenation of fused heterocyclic N-oxides". . p. 5762 - 5768. Retrieved 2016/08/30.