5148-09-4

Basic information

• Product Name: 3-ethylpyrimidine-2,4(1H,3H)-dione
• Synonyms: 2,4(1H,3H)-Pyrimidinedione, 3-ethyl-
• CAS NO: 5148-09-4
• Molecular Formula: C₆H₈N₂O₂
• Molecular Weight: 140.1399
• Mol File: 5148-09-4.mol
• Article Data: 4

Chemical Properties

• Density: 1.193g/cm³
• Refractive Index: 1.5
• CAS DataBase Reference: 3-ethylpyrimidine-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ethylpyrimidine-2,4(1H,3H)-dione(5148-09-4)
• EPA Substance Registry System: 3-ethylpyrimidine-2,4(1H,3H)-dione(5148-09-4)

Safety Data

• Hazardous Substances Data: 5148-09-4(Hazardous Substances Data)

Upstream product

• 6965-19-1 2-ethylthio-3H-pyrimidin-4-one 
• 75-03-6 ethyl iodide 
• 253142-21-1 3-ethyl-2-methoxy-4-pyrimidinone 
• 64-67-5 diethyl sulfate 
• 66-22-8 uracil 

Downstream Products

• 131728-35-3 N-(phenyl)-N-[1-(2-(1,2,3,4-tetrahydro-2,4-dioxo-3-ethylpyrimidin-1-yl)-ethyl)-4-methoxymethyl-4-piperidinyl]propanamide 
• 131728-33-1 N-(phenyl)-N-[1-(2-(1,2,3,4-tetrahydro-2,4-dioxo-3-ethylpyrimidin-1-yl)-ethyl)-4-methoxycarbonyl-4-piperidinyl]propanamide 

Relevant articles and documents

A diversity of alkylation/acylation products of uracil and its derivatives: Synthesis and a structural study

tert-Butyl dicarbonate (Boc2O) and ethyl iodide (EtI) reactions with uracil (U), thymine (T) and 6-methyluracil (6-MU) were performed following routine procedures in pyridine/DMF solvents and with DMAP as the catalyst. Among 20 synthesized compounds, a derivative of 6-methyluracil substituted by the Boc-pyridine moiety at the C5 position appeared unexpectedly. The NMR spectra confirmed the molecular structure of all uracil derivatives. Parallel quantum mechanical DFT calculations supported the experimental findings.

HSAB driven chemoselectivity in alkylation of uracil derivatives. A high yielding preparation of 3-alkylated and unsymmetrically 1,3-dialkylated uracils

A qualitative hardness scale (N134) has been found for the conjugated bases of 2-methoxy-4(3H)-pyrimidinones 1-3 and applied to high yielding chemoselective N3 methylation, ethylation and benzylation reactions. Removal of the 2-methoxy group followed by a second alkylation affords unsymmetrically 1,3-disubstituted uracils.