Pyrimidine-2,4,5-triamine

Base Information

• Chemical Name: Pyrimidine-2,4,5-triamine
• CAS No.: 3546-50-7
• Molecular Formula: C4H7N5
• Molecular Weight: 125.133
• Hs Code.: 2933599090
• European Community (EC) Number: 871-553-0
• NSC Number: 65987
• DSSTox Substance ID: DTXSID00956871
• Nikkaji Number: J902.237F
• Mol file: 3546-50-7.mol

Synonyms:pyrimidine-2,4,5-triamine;3546-50-7;2,4,5-Triaminopyrimidine;2,4,5-Pyrimidinetriamine;Pyrimidinetriamine;50855-02-2;Pyrimidine, 2,4,5-triamino-;triaminopyrimidine;NSC65987;NSC 65987;Pyrimidine,4,5-triamino-;NCIOpen2_000199;SCHEMBL33992;2,4,5-Pyrimidinetriamine #;DTXSID00956871;NSC-65987;AKOS006275729;SB56388;AC-27246;CS-0045905;FT-0754159;EN300-136453;A874604;2,4-Diimino-1,2,3,4-tetrahydropyrimidin-5-amine;Z2168496108

Chemical Property of Pyrimidine-2,4,5-triamine

Chemical Property:

• Vapor Pressure: 1.68E-09mmHg at 25°C
• Refractive Index: 1.793
• Boiling Point: 483.4 °C at 760 mmHg
• Flash Point: 277.9 °C
• PSA: 103.84000
• Density: 1.512 g/cm³
• LogP: 0.96680
• Storage Temp.: 2-8°C
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 125.07014524
• Heavy Atom Count: 9
• Complexity: 95

Purity/Quality:

99% ^*data from raw suppliers

pyrimidine-2,4,5-triamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=NC(=N1)N)N)N

Technology Process of Pyrimidine-2,4,5-triamine

There total 5 articles about Pyrimidine-2,4,5-triamine 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: 92.0%

2,4-diamino-5-nitropyrimidine (18620-73-0) → pyrimidine-2,4,5-triamine (3546-50-7)

Guidance literature:

With hydrogen; Raney(R) 2800 nickel; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1002/anie.200603209

Reference yield: 71.0%

C11H10N8 → pyrimidine-2,4,5-triamine (3546-50-7)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In N,N-dimethyl-formamide; at 20 ℃; for 6h; under 2250.23 Torr; Solvent;

DOI:10.1016/j.tet.2021.132172

Reference yield:

malonic acid (141-82-2) + guanidine nitrate (113-00-8) + urea (57-13-6) → 2,4,6-triaminopyrimidine (1004-38-2) + 2-aminopyrimidine-4,6-diol (4425-67-6) + BARBITURIC ACID (67-52-7,944357-77-1) + 2,4,6-triamino-s-triazine (108-78-1,25778-04-5,94977-27-2) + pyrimidine-2,4,5-triamine (3546-50-7) + C4H4N2O3*C4H5N3O2 + 2,6-diaminopyrimidin-4-ol (56-06-4) + 4,6-diamino-2-hydroxypyrimidine (31458-45-4) + Malonamic acid (2345-56-4)

Guidance literature:

at 65 ℃; for 120h;

DOI:10.1002/cbic.202000510

upstream raw materials:

2,4-diamino-5-nitropyrimidine

hydrogenchloride

malonic acid

guanidine nitrate

Downstream raw materials:

7H-purin-2-amine

2-amino-5,8-dihydro-pteridine-6,7-dione

2-Amino-pteridin

N-(2,4-diamino-pyrimidin-5-yl)-benzamide

Refernces

• 1、 LaFrancois,Fujimoto,Sowers. "Synthesis and utilization of 13C(8)-enriched purines.". . p. 23 - 37. Retrieved 1999.
• 2、 Hernandez-Rodriguez, Marcos,Xie, Jian,Osornio, Yazmin M.,Krishnamurthy, Ramanarayanan. "Mapping the landscape of potentially primordial informational oligomers: (3′→2′)-D-phosphoglyceric acid linked acyclic oligonucleotides tagged with 2,4-disubstituted 5-aminopyrimidines as recognition elements". supporting information; experimental part. p. 1252 - 1262. Retrieved 2011/12/14.