2,4-Diamino-5-pyrimidinemethanol

Base Information

• Chemical Name: 2,4-Diamino-5-pyrimidinemethanol
• CAS No.: 42310-45-2
• Molecular Formula: C5H8N4O
• Molecular Weight: 140.145
• NSC Number: 165500
• DSSTox Substance ID: DTXSID40304352
• Nikkaji Number: J2.846.438J
• Wikidata: Q72463072
• Mol file: 42310-45-2.mol

Synonyms:2,4-Diamino-5-pyrimidinemethanol;42310-45-2;(2,4-diaminopyrimidin-5-yl)methanol;NSC165500;SCHEMBL7560692;DTXSID40304352;MMDZZHAZMNJFMW-UHFFFAOYSA-N;AMY11071;MFCD06410821;2,4-Diamino-5-hydroxymethylpyrimidine;AKOS006295608;AB24931;NSC-165500;2,4-diamino-5-(hydroxymethyl)pyrimidine;AC-26609;A6912;CS-0045836;FT-0646216;EN300-396107;W-202731

Chemical Property of 2,4-Diamino-5-pyrimidinemethanol

Chemical Property:

• Boiling Point: 502 °C at 760 mmHg
• PKA: 13.22±0.10(Predicted)
• Flash Point: 257.4 °C
• PSA: 98.05000
• Density: 1.486 g/cm³
• LogP: 0.29570
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 140.06981089
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

98%min ^*data from raw suppliers

2,4-Diamino-5-pyrimidinemethanol 95+% ^*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)CO

Technology Process of 2,4-Diamino-5-pyrimidinemethanol

There total 4 articles about 2,4-Diamino-5-pyrimidinemethanol 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: 55.4%

2,4-diamino-5-pyrimidinecarboxaldehyde (20781-06-0) → 2,4-diamino-5-hydroxymethyl-pyrimidine (42310-45-2)

Guidance literature:

2,4-diamino-5-pyrimidinecarboxaldehyde; With sodium tetrahydroborate; In methanol; at 20 ℃;

With water; In methanol; Cooling;

DOI:10.1016/j.bmc.2010.03.031

Reference yield:

2,4-diamino-pyrimidine-5-carbonitrile (16462-27-4) → 2,4-diamino-5-hydroxymethyl-pyrimidine (42310-45-2)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂; aq. HCl / Pd/C / 3 h / 60 °C / 3150.25 Torr

2: aq. NaBH₄

With hydrogenchloride; sodium tetrahydroborate; hydrogen; palladium on activated charcoal;

DOI:10.1021/jm030931w

Reference yield:

→ 2,4-diamino-5-hydroxymethyl-pyrimidine (42310-45-2)

Guidance literature:

4-Amino-5-acetoxymethyl-2-methansulfonyl-pyrimidin, NH3, Me., 1) 0grad, 2) 110-115grad,9 h;

DOI:10.1021/jo01077a015

upstream raw materials:

2,4-diamino-5-pyrimidinecarboxaldehyde

2,4-diamino-pyrimidine-5-carbonitrile

Downstream raw materials:

2,4-diamino-5-(4-amino-3,5-dimethoxy-benzyl)-pyrimidine

Refernces

• 1、 Chen, Liuhong,Cressina, Elena,Dixon, Neil,Erixon, Karl,Agyei-Owusu, Kwasi,Micklefield, Jason,Smith, Alison G.,Abell, Chris,Leeper, Finian J.. "Probing riboswitch-ligand interactions using thiamine pyrophosphate analogues". supporting information; experimental part. p. 5924 - 5931. Retrieved 2012/08/28.
• 2、 Otzen, Thomas,Wempe, Ellen G.,Kunz, Brigitte,Bartels, Rainer,Lehwark-Yvetot, Gudrun,H?nsel, Wolfram,Schaper, Klaus-Jürgen,Seydel, Joachim K.. "Folate-Synthesizing Enzyme System as Target for Development of Inhibitors and Inhibitor Combinations against Candida albicans - Synthesis and Biological Activity of New 2,4-Diaminopyrimidines and 4′-Substituted 4-Aminodiphenyl Sulfones". . p. 240 - 253. Retrieved 2007/10/03.