83142-62-5

Upstream product

• 63370-09-2 4-acetylphenyl methylthiomethyl ether 
• 99-93-4 4-Hydroxyacetophenone 
• 121824-45-1 4-acetylphenyl methylsulfinylmethyl ether 
• 30893-60-8 4-Acetyl-phenoxyacetylchlorid 

Relevant academic research and scientific papers

Syntheses of Sulfinylmethyl Ethers and Conversion of these into Halomethyl and Acyloxymethyl Ethers

Halomethyl ethers can be prepared from sulfinyl ethers by cleavage of the carbon-sulfur bond with thionyl chloride, acetyl chloride or trimethylsilyl halides.In the presence of alkenyl groups in the substrate, acetyl chloride is the reagent of choice.Trifluoroacetic anhydride reacts in the same manner to form the trifluoroacetoxymethyl ether.With acetic anhydride, catalysis by methanesulfonic acid was required.At elevated temperatures in the presence of sodium acetate the products were formed by the Pummerer rearrangement.

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.

Synthesis of α-Haloalkyl Aryl Ethers from O,S-Acetals

α-Haloalkyl aryl ethers are prepared under mild conditions in high yileds by selective cleavage of O,S-acetals using sulfuryl chloride or bromine.The intermediate O,S-acetal is prepared from the phenol by O-alkylation using a readily accessible α-haloalkyl thioether.