138395-61-6

Basic information

• Product Name: 2,4(1H,3H)-Pyrimidinedione, 3,6-dimethyl-1-(phenylmethyl)-
• CAS NO: 138395-61-6
• Molecular Formula: C13H14N2O2
• Molecular Weight: 230.266
• Mol File: 138395-61-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2,4(1H,3H)-Pyrimidinedione, 3,6-dimethyl-1-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4(1H,3H)-Pyrimidinedione, 3,6-dimethyl-1-(phenylmethyl)-(138395-61-6)
• EPA Substance Registry System: 2,4(1H,3H)-Pyrimidinedione, 3,6-dimethyl-1-(phenylmethyl)-(138395-61-6)

Safety Data

• Hazardous Substances Data: 138395-61-6(Hazardous Substances Data)

Upstream product

• 10128-60-6 3,6-dimethyl-2H-1,3-oxazine-2,4(3H)-dione 
• 100-46-9 benzylamine 
• 19674-60-3 3,6-dimethyluracil 
• 1024-41-5 benzyl tosylate 
• 74-88-4 methyl iodide 
• 94815-76-6 6-methyl-3-methyl-2-methoxy-4-pyrimidinone 
• 55996-28-6 6-methyl-2-methoxy-4(3H)-pyrimidinone 
• 7781-23-9 2,4-dimethoxy-6-methylpyrimidine 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 

Relevant articles and documents

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.

A useful methodology for the regioselective deprotection of 1,3-dibenzyluracils

A practical, regioselective N-1 deprotection of 1,3-dibenzyl uracils 2 a-e is described. The same experimental procedure and longer reaction time afforded the complete deprotection of the uracils.