Pyrazine, 2,5-bis(4-bromophenyl)-

Base Information

• Chemical Name: Pyrazine, 2,5-bis(4-bromophenyl)-
• CAS No.: 55453-06-0
• Molecular Formula: C16H10Br2N2
• Molecular Weight: 390.077
• DSSTox Substance ID: DTXSID50480479
• Nikkaji Number: J1.447.556G
• Wikidata: Q82315262
• Mol file: 55453-06-0.mol

Synonyms:Pyrazine, 2,5-bis(4-bromophenyl)-;55453-06-0;SCHEMBL19933562;DTXSID50480479

Chemical Property of Pyrazine, 2,5-bis(4-bromophenyl)-

Chemical Property:

• PSA: 25.78000
• LogP: 5.33560
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 389.91902
• Heavy Atom Count: 20
• Complexity: 267

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CN=C(C=N2)C3=CC=C(C=C3)Br)Br

Technology Process of Pyrazine, 2,5-bis(4-bromophenyl)-

There total 9 articles about Pyrazine, 2,5-bis(4-bromophenyl)- 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%

(Z)-2-bromo-1-(4-bromophenyl)vinyl acetate (1233843-50-9) → 2,5-bis(4-bromophenyl)pyrazine (55453-06-0)

Guidance literature:

With ammonium formate; In N,N-dimethyl-formamide; at 120 ℃; for 6h; regioselective reaction; Schlenk technique;

DOI:10.1039/c3ob41164h

Reference yield: 71.0%

2-5-dibromopyrazine (23229-26-7) + 4-Bromophenylboronic acid (5467-74-3) → 2,5-bis(4-bromophenyl)pyrazine (55453-06-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; toluene; at 70 ℃; for 14h; Inert atmosphere;

DOI:10.1016/j.dyepig.2021.109320

Reference yield: 65.0%

3-(2-(4-bromophenyl)-2-oxoethyl)thiazolidine-2,4-dione (88419-02-7) + methylamine (74-89-5) → mercapto-acetic acid methylamide (20938-74-3) + 2,5-bis(4-bromophenyl)pyrazine (55453-06-0)

Guidance literature:

In methanol; water;

upstream raw materials:

para-bromophenacyl bromide

3-(2-(4-bromophenyl)-2-oxoethyl)thiazolidine-2,4-dione

methylamine

(Z)-2-bromo-1-(4-bromophenyl)vinyl acetate

Refernces

• 1、 Vuillermet, Frédéric,Bourret, Joanick,Pelletier, Guillaume. "Synthesis of Imidazo[1,2- a]pyridines: Triflic Anhydride-Mediated Annulation of 2 H-Azirines with 2-Chloropyridines". supporting information. p. 388 - 402. Retrieved 2020/12/23.
• 2、 Shvaika, O. P.,Korotkikh, N. I.,Chervinskii, A. Yu.,Artemov, V. N.. "RECYCLIZATION REACTIONS. RECYCLIZATIONS OF 3-ACYLMETHYL-2,4-THIAZOLIDINEDIONES BY THE ACTION OF NUCLEOPHILES". . p. 1533 - 1543. Retrieved 2007/10/02.