40780-81-2

Upstream product

• 74-93-1 methylthiol 
• 100-47-0 benzonitrile 
• 2227-79-4 benzenecarbothioamide 
• 74-88-4 methyl iodide 
• 107-56-2 O,O-diisopropyl hydrogen phosphorodithioate 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 420-37-1 trimethoxonium tetrafluoroborate 

Downstream Products

• 5925-68-8 (S)-methyl thiobenzoate 
• 23900-51-8 dimethyl 5-phenyl-1,2,4-triazine-3,6-dicarboxylate 
• 65-85-0 benzoic acid 
• 1569737-35-4 N-[3-(2-cyclopentylethyl)-4-methoxyphenyl]benzene-carboximidamide 
• 37009-52-2 ethyl 2,4-diphenyl-1H-imidazole-5-carboxylate 
• 1103309-71-2 1-(3,3-diphenyl-propyl)-4-(5-phenyl-4H-[1,2,4]triazol-3-ylmethyl)-piperidine 

Relevant academic research and scientific papers

NOVEL HETEROCYCLIC METHYLENE PIPERIDINE DERIVATIVES AND THEIR USE

The present invention is directed to compounds of formula (I) compositions comprising them and their use.

1,3-Diaza-1,3-butadienes. Synthesis and conversion into pyrimidines by [4π + 2π] cycloaddition with electron deficient acetylenes. Synthetic utility of 2-(trichloromethyl)pyrimidines

Methods have been devised to generate 1H-1,3-diaza-1,3-butadienes bearing a leaving group at position-4 in latent, masked, and unprotected forms. A hallmark of these azadienes is that they undergo thermal [4π ± 2π] cycloaddition reactions with electron deficient acetylenes to give adducts which are aromatized to pyrimidine derivatives under the reaction conditions. Thus, 1-(methoxycarbonyl)-3-acylamidines 17 on heating in solution are converted in situ into the 1,3-diaza-1,3-dienes 18 and/or 19 which react with dimethyl acetylenedicarboxylate (DMAD) to produce the pyrimidines 26. The 1-Boc-1,3-diaza-1,3-dienes 24 are masked forms of the 1H-dienes inasmuch as they react with DMAD under relatively mild conditions to give the dihydropyrimidine adducts 25, which are easily detectable by 1H NMR spectroscopy, and which aromatize to pyrimidines 20 at higher temperatures. The 4-methylthio compounds 31 and 33, and the 2-(trichloromethyl) compounds 37, are isolable, relatively stable, 1H-1,3-diaza-1,3-butadienes. These easily prepared compounds react with electron deficient acetylenes under mild conditions to provide the pyrimidines 20, 34, and 38, respectively, in fair to excellent yields. The 2-(trichloromethyl)pyrimidines 38 are very useful precursors of a wide variety of other 2-substituted pyrimidines 46-52.

REACTION OF DIISOPROPYLDITHIOPHOSPHORIC ACID WITH BENZONITRILE IN THE PRESENCE OF A THIRD COMPONENT

Reaction in the three component systems nitrile-dithiophosphorus acid-phenol or carboxylic acid proceeds by three routes, all of which include the initial stage of formation of imidoyldithiophosphates.The latter forms stable products by isomerization with 1,3-S->N migration of the thiophosphoryl group and by decomposition under the influence of dithiophosphorus acids, phenol, or carboxylic acid.When aniline or methyl iodide is used as the third component the reaction proceeds by a different route and leads to the formation, respectively, of amidine dithiophosphate salts or a mixture of methylation products.

DIPHENYLPHOSPHINODITHIOIC ACID: A REAGENT FOR THE CONVERSION OF NITRILES TO THIOAMIDES

Diphenylphosphinodithioic acid is a reagent useful for a sequence effecting the hydrolysis of nitriles under mild conditions.