Furo[2,3-d]pyrimidin-2(3h)-one

Base Information

• Chemical Name: Furo[2,3-d]pyrimidin-2(3h)-one
• CAS No.: 62785-91-5
• Molecular Formula: C6H4N2O2
• Molecular Weight: 136.11
• DSSTox Substance ID: DTXSID00570177
• Nikkaji Number: J2.339.978D
• Wikidata: Q82457543
• Mol file: 62785-91-5.mol

Synonyms:62785-91-5;furo[2,3-d]pyrimidin-2(3h)-one;1H-FURO[2,3-D]PYRIMIDIN-2-ONE;FURO[2,3-D]PYRIMIDIN-2(1H)-ONE;furo[2,3-d]pyrimidin-2-one;SCHEMBL1498253;DTXSID00570177;WHRZCXAVMTUTDD-UHFFFAOYSA-N;AKOS006284014

Chemical Property of Furo[2,3-d]pyrimidin-2(3h)-one

Chemical Property:

• Melting Point: >280 °C(Solv: ethanol (64-17-5))
• PKA: 7.11±0.20(Predicted)
• PSA: 58.89000
• Density: 1.59±0.1 g/cm3(Predicted)
• LogP: 0.51610
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 136.027277375
• Heavy Atom Count: 10
• Complexity: 190

Purity/Quality:

97% ^*data from raw suppliers

FURO-[2,3-D]-PYRIMIDIN-2-(3H)-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=COC2=C1C=NC(=O)N2

Technology Process of Furo[2,3-d]pyrimidin-2(3h)-one

There total 3 articles about Furo[2,3-d]pyrimidin-2(3h)-one 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: 89.0%

(E)-5-(2-bromovinyl)uracil (69304-49-0) → furo[2,3-d]pyrimidin-2(3H)-one (62785-91-5)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 50 - 55 ℃; for 3h;

DOI:10.1002/jhet.5570320135

Reference yield: 14.7%

5-ethynyluracil (59989-18-3) → furo[2,3-d]pyrimidin-2(3H)-one (62785-91-5)

Guidance literature:

With copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 120 ℃; for 23h;

DOI:10.1139/V06-041

Reference yield:

5-(trimethylsilylethynyl)uracil (83355-90-2) → furo[2,3-d]pyrimidin-2(3H)-one (62785-91-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 9.59 g / NaOH / H₂O / 2 h / 20 °C

2: 14.7 percent / CuI; Et₃N / dimethylformamide / 23 h / 120 °C

With sodium hydroxide; copper(l) iodide; triethylamine; In water; N,N-dimethyl-formamide;

DOI:10.1139/V06-041

upstream raw materials:

(E)-5-(2-bromovinyl)uracil

5-ethynyluracil

5-(trimethylsilylethynyl)uracil