83767-98-0

Upstream product

• 54326-16-8 5-chloropyrimidin-2-one 
• 6707-01-3 (chloromethoxy)benzene 
• 83767-86-6 5-chloro-1-(4-chlophenylsulfenyl)methyl-2(1H)-pyrimidinone 
• 22666-84-8 4-hydroxybenzaldehyde sodium salt 
• 41967-53-7 4-formyl-1-(methylsulfenyl)methoxybenzene 

Relevant academic research and scientific papers

Sulfonic and Phosphonic Acids Formed by Bisulfite and Phosphite Adduct Formation with Pyrimidinones

By analogy with carbonyl compounds, ?-electron deficient 2-pyrimidinones form adducts with sodium bisulfite and phosphite esters.Both the 3,4- and 3,6-bisulfite adducts were found.The 3,4-isomer was often predominant and was obtained isomerically pure by selective precipitation from an aqueous solution.The adduct formation is reversible in aqueous solution.The adduct was also readily cleaved by trifluoroacetic acid.With tris(trimethylsilyl) phosphite, regiospecific formation of the 3,4-adduct was observed.The corresponding 3,4-dihydro-4-phosphonic acid was prepared by methanol cleavage of the silyl ester function.

Substituted pyrimidin-2-ones and the salts thereof

Compounds of the general formula: STR1 (wherein X represents a halogen atom or a trifluoromethyl group; R1 and R2 independently represent a hydrogen atom or a lower alkyl group; Z is --O--, --S--, --SO--, --SO2 -- or the group --NR4 -- wherein R4 is as defined for R hereinafter or represents the group COR5 in which R5 represents a hydrogen atom or an optionally substituted aryl, heterocyclic, aralkyl, lower alkyl or lower alkoxy group; R represents a C6-10 carbocyclic aromatic group or a heterocyclic group containing a 5-9 membered unsaturated or aromatic heterocyclic ring which ring contains one or more heteroatoms selected from O, N and S and optionally carries a fused ring which carbocyclic or heterocyclic group may carry one or more C1-4 alkyl or phenyl groups, said groups being optionally substituted; or, where Z represents the group >NR4, the group --ZR may represent a heterocyclic ring optionally carrying a fused ring and/or optionally substituted as defined for R; and R3 represents a hydrogen atom or a lower alkyl, lower alkenyl, lower alkynyl, lower alkanoyl, lower alkenoyl, C7-16 aralkyl or C6-10 arly group or a 5-9 membered unsaturated or aromatic heterocyclic ring); and, where acid or basic groups are present, the salts thereof; are useful in combating abnormal cell proliferation. The compounds of the invention are prepared by inter alia alkylation, ring closure and oxidation.

α-Haloalkyl Ethers in Alkylations of 2-Pyrimidinones

The ambident 5-halopyrimidin-2-one anion with potassium as counterion in DMF is preferentially O-alkylated using the relatively hard α-chloroalkyl ether electrophiles.As ammonium salts in dichloromethane or by the use of KF-alumina in DME the preference is for N-alkylation.TMS ethers of the pyrimidinones are exclusively N-alkylated.