2-Hydroxypyrimidine

Base Information

• Chemical Name: 2-Hydroxypyrimidine
• CAS No.: 557-01-7
• Deprecated CAS: 2209-57-6
• Molecular Formula: C4H4N2O
• Molecular Weight: 96.0886
• European Community (EC) Number: 209-149-8
• NSC Number: 618280
• UNII: 13K708ILY4
• DSSTox Substance ID: DTXSID4060315
• Nikkaji Number: J135.433G
• Wikipedia: Pyrimidone
• Wikidata: Q17572764
• Metabolomics Workbench ID: 58659
• ChEMBL ID: CHEMBL1650607
• Mol file: 557-01-7.mol

Synonyms:2-hydroxypyrimidine

Chemical Property of 2-Hydroxypyrimidine

Chemical Property:

• Melting Point: 177-178 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 309.2 °C at 760 mmHg
• PKA: pK1:2.24(＋1);pK2:9.17(0) (25°C)
• Flash Point: 140.8 °C
• PSA: 45.75000
• Density: 1.28 g/cm³
• LogP: -0.23010
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 96.032362755
• Heavy Atom Count: 7
• Complexity: 137

Purity/Quality:

98%,99%, ^*data from raw suppliers

Pyrimidin-2(5H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-40
• Safety Statements: 22-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNC(=O)N=C1

Technology Process of 2-Hydroxypyrimidine

There total 40 articles about 2-Hydroxypyrimidine 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: 67.0%

2-chloropyrimidine (1722-12-9,1195939-87-7) → Pyrimidin-2(1H)-one (557-01-7)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In water; at 50 ℃; for 16h;

DOI:10.1016/j.tetlet.2006.04.020

Reference yield:

formamide (77287-34-4,77287-35-5,60100-09-6) → Pyrimidin-2(1H)-one (557-01-7) + carbodiimide (151-51-9,25215-75-2) + isocytosine (108-53-2,145358-63-0,674-97-5,176772-97-7) + purine (120-73-0,149297-77-8,51953-03-8) + oxalic acid (144-62-7,97993-78-7) + urea (57-13-6)

Guidance literature:

With iron sulfide; copper(II) sulfide; at 160 ℃; for 48h;

DOI:10.1021/ja804782e

Reference yield:

formamide (77287-34-4,77287-35-5,60100-09-6) → Pyrimidin-2(1H)-one (557-01-7) + carbodiimide (151-51-9,25215-75-2) + isocytosine (108-53-2,145358-63-0,674-97-5,176772-97-7) + purine (120-73-0,149297-77-8,51953-03-8) + adenine (66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9) + urea (57-13-6)

Guidance literature:

With tetrahedrite; at 160 ℃; for 48h;

DOI:10.1021/ja804782e

upstream raw materials:

2-aminopyrimidine

2-(methylsulfanyl)pyrimidine

4-chloro-1H-pyrimidin-2-one

malondialdehyde bis(diethyl acetal)

Downstream raw materials:

2-trimethylsilyloxypyrimidine

[2,2-Dimethyl-5-(pyrimidin-2-yloxymethyl)-[1,3]dioxolan-4-yl]-methanol

Benzoic acid 2,2-dimethyl-5-(2-oxo-2H-pyrimidin-1-ylmethyl)-[1,3]dioxolan-4-ylmethyl ester

4-(p-Toluenesulfonyloxymethyl)-5-(2-pyrimidon-1-yl)methyl-2,2-dimethyl-(4S,5S)-1,3-dioxolane

Refernces

• 1、 Shen, Yenan,Zou, Lei,Wang, Qiaochun. "Template-directed synthesis of cucurbituril analogues using propanediurea as a building block". supporting information. p. 7857 - 7860. Retrieved 2017/08/15.
• 2、 Saladino, Raffaele,Botta, Giorgia,Delfino, Michela,Di Mauro, Ernesto. "Meteorites as catalysts for prebiotic chemistry". . p. 16916 - 16922. Retrieved 2014/01/06.