2,4-Diamino-5-phenyl-6-methylpyrimidine

Base Information

• Chemical Name: 2,4-Diamino-5-phenyl-6-methylpyrimidine
• CAS No.: 18588-50-6
• Molecular Formula: C11H12N4
• Molecular Weight: 200.243
• Hs Code.: 2933599090
• NSC Number: 115191
• UNII: 0S5BJ6M980
• DSSTox Substance ID: DTXSID60171806
• Nikkaji Number: J85.939G
• Wikidata: Q83041956
• ChEMBL ID: CHEMBL21408
• Mol file: 18588-50-6.mol

Synonyms:2,4-diamino-5-phenyl-6-methylpyrimidine;IEM 687;IEM-687

Chemical Property of 2,4-Diamino-5-phenyl-6-methylpyrimidine

Chemical Property:

• Vapor Pressure: 1.16E-07mmHg at 25°C
• Refractive Index: 1.4260 (estimate)
• Boiling Point: 431.9°Cat760mmHg
• Flash Point: 244.9°C
• PSA: 77.82000
• Density: 1.236g/cm³
• LogP: 2.77880
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 200.106196400
• Heavy Atom Count: 15
• Complexity: 203

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NC(=N1)N)N)C2=CC=CC=C2

Technology Process of 2,4-Diamino-5-phenyl-6-methylpyrimidine

There total 7 articles about 2,4-Diamino-5-phenyl-6-methylpyrimidine 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: 38.0%

(Z)-3-methoxy-2-phenylbut-2-enenitrile + guanidine hydrochloride (50-01-1) → 6-methyl-5-phenyl-pyrimidine-2,4-diamine (18588-50-6)

Guidance literature:

With sodium methylate; In various solvent(s); for 16h; Heating;

DOI:10.1016/j.bmc.2007.04.011

Reference yield:

3-Methoxy-2-phenyl-cis-crotononitril (22211-32-1) + guanidine nitrate (113-00-8) → 6-methyl-5-phenyl-pyrimidine-2,4-diamine (18588-50-6)

Guidance literature:

In dimethyl sulfoxide; at 80 ℃; for 0.0833333h;

DOI:10.1021/jm010131q

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + 1-phenyl-1-cyanopropan-2-one (4468-48-8) → 6-methyl-5-phenyl-pyrimidine-2,4-diamine (18588-50-6)

Guidance literature:

With diethyl ether; anschliessenden Erhitzen mit Guanidin in Aethanol;

DOI:10.1021/ja01152a060

upstream raw materials:

diazomethane

1-phenyl-1-cyanopropan-2-one

guanidine nitrate

3-Methoxy-2-phenyl-cis-crotononitril

Refernces

• 1、 El-Hamamsy, Mervat H.R.I.,Smith, Anthony W.,Thompson, Andrew S.,Threadgill, Michael D.. "Structure-based design, synthesis and preliminary evaluation of selective inhibitors of dihydrofolate reductase from Mycobacterium tuberculosis". . p. 4552 - 4576. Retrieved 2008/03/12.
• 2、 Zielinski, Wojciech,Mazik, Monika. "SYNTHESES OF 2,4-DIAMINOPYRIMIDINES AND 1-AMINOISOQUINOLINES IN THE REACTIONS OF ALKYL AND BENZYL KETONES WITH CYANAMIDE AND N,N-DIMETHYLCYANAMIDE". . p. 375 - 382. Retrieved 2007/10/02.