5-Bromo-4-phenylpyrimidine

Base Information

• Chemical Name: 5-Bromo-4-phenylpyrimidine
• CAS No.: 3543-46-2
• Molecular Formula: C10H7BrN2
• Molecular Weight: 235.083
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID30355797
• Wikidata: Q82134841
• Mol file: 3543-46-2.mol

Synonyms:5-bromo-4-phenylpyrimidine;3543-46-2;5-bromo-4-phenyl-pyrimidine;SCHEMBL11856101;DTXSID30355797;SDPYFZLDWYNXJF-UHFFFAOYSA-N;MFCD00234599;AKOS015834347;SB60569;AS-58736;CS-0156373;C74825;A822798;J-517111

Chemical Property of 5-Bromo-4-phenylpyrimidine

Chemical Property:

• Boiling Point: 332.6 °C at 760 mmHg
• Flash Point: 155 °C
• PSA: 25.78000
• Density: 1.493 g/cm³
• LogP: 2.90610
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 233.97926
• Heavy Atom Count: 13
• Complexity: 157

Purity/Quality:

99% ^*data from raw suppliers

5-Bromo-4-phenylpyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC=NC=C2Br

Technology Process of 5-Bromo-4-phenylpyrimidine

There total 4 articles about 5-Bromo-4-phenylpyrimidine 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: 70.0%

5-bromo-4-chloro-6-phenylpyrimidine (3438-56-0) → 5-bromo-4-phenylpyrimidine (3543-46-2)

Guidance literature:

With toluene-4-sulfonic acid hydrazide; In chloroform; for 12h; Heating;

Reference yield: 51.0%

5-bromopyrimidine (4595-59-9) + phenylboronic acid (98-80-6) → 5-bromo-4-phenylpyrimidine (3543-46-2)

Guidance literature:

With dipotassium peroxodisulfate; In water; acetone; at 160 ℃; for 0.75h; Sealed tube;

DOI:10.1039/c6ob00526h

Reference yield: 50.0%

4-phenylpyrimidine (3438-48-0) → 5-bromo-4-phenylpyrimidine (3543-46-2)

Guidance literature:

With sulfuric acid; hydrogen bromide; sodium nitrite; In water; at 0 - 5 ℃; for 1h;

DOI:10.1007/BF00506891

upstream raw materials:

4-phenylpyrimidine

5-bromo-4-chloro-6-phenylpyrimidine

5-bromopyrimidine

phenylboronic acid

Downstream raw materials:

2,6-Bis(diethylaminomethyl)-4-phenyl-5-hydroxypyrimidine 1-Oxide

2,6-Bis(morpholinomethyl)-4-phenyl-5-hydroxypyrimidine 1-Oxide

2,6-Bis(dimethylaminomethyl)-4-phenyl-5-hydroxypyrimidine 1-Oxide

4-Morpholinomethyl-5-hydroxy-6-phenylpyrimidine

Refernces

• 1、 Yamanaka, Hiroshi,Sakamoto, Takao,Nishimura, Sumiko,Sagi, Mataichi. "Studies on Pyrimidine Derivatives. XXXIX. Site-Selectivity in the Reaction of 5-Substituted and 4,5-Disubstituted Pyrimidine N-Oxides with Trimethylsilyl Cynanide". . p. 3119 - 3126. Retrieved 2007/10/02.
• 2、 Kress,Costantino. "Selective brominations in nitrobenzene. A convenient synthesis of 3 bromoquinoline, 4 bromoisoquinoline, and 4 phenyl 5 brompyrimidine". . p. 409 - 410. Retrieved 2007/10/04.