10132-25-9

Upstream product

• 98198-74-4 4-chloro-2-ethylsulfanyl-pyrimidine 
• 104705-27-3 4-chloro-2-ethylthio-5-iodopyrimidine 
• 83335-28-8 2-pyrimidinyl vinyl sulfide 
• 925-90-6 ethylmagnesium bromide 
• 89283-87-4 2-thiocyanatopyrimidine 
• 6965-19-1 2-ethylthio-3H-pyrimidin-4-one 
• 4595-60-2 2-bromopyrimidine 
• 75-08-1 ethanethiol 
• 76510-62-8 2-ethylthio-5-iodo-4(1H)-pyrimidinone 
• 1450-85-7 2-thioxopyrimidine 
• 74-96-4 ethyl bromide 
• 75-03-6 ethyl iodide 
• 131242-36-9 2-sulfanylpyrimidine 

Downstream Products

• 109-76-2 Trimethylenediamine 
• 38353-09-2 2-pyrimidinone hydrochloride 

Relevant academic research and scientific papers

Site-Selective C?S Bond Formation at C?Br over C?OTf and C?Cl Enabled by an Air-Stable, Easily Recoverable, and Recyclable Palladium(I) Catalyst

This report widens the repertoire of emerging PdI catalysis to carbon–heteroatom, that is, C?S bond formation. While Pd0-catalyzed protocols may suffer from the formation of poisonous sulfide-bound off-cycle intermediates and lack of selectivity, the mechanistically diverse PdI catalysis concept circumvents these challenges and allows for C?S bond formation (S–aryl and S–alkyl) of a wide range of aryl halides. Site-selective thiolations of C?Br sites in the presence of C?Cl and C?OTf were achieved in a general and a priori predictable fashion. Computational, spectroscopic, X-ray, and reactivity data support dinuclear PdI catalysis to be operative. Contrary to air-sensitive Pd0, the active PdI species was easily recovered in the open atmosphere and subjected to multiple rounds of recycling.

Synthesis of alkylthio- and arylthioheteroarenes by regioselective grignard reaction of thiocyanatoheteroarenes

Treatment of thiocyanatoheteroarenes (1) with Grignard reagents (2) afforded alkylthio- or arylthioheteroarenes (3-6) in good yields. Grignard reagents regioselectively attacked the sulfur atom of the thiocyanato group owing to the metal-chelating effect of this group in combination with the hetero ring-nitrogen. 2-Thiocyanatopyridine (1a), 2-thiocyanatopyrimidine (1b), 2-thiocyanatobenzothiazole (1c), and 4-thiocyanatoquinazoline (1d) were converted into a variety of sulfides. Sulfides consisting of two heteroarenes linked by a sulfur atom were readily obtained by this method.

Chemoselectivity and Regoselectivity in Reactions of Pyrimidines

Selective nucleophilic substitution and hydrogenolysis reactions in pyrimidines are discussed.Stepwise oxidation reactions of pyrimidine sulfides and HPLC studies of these are reported.

Substitution Reactions of Alkyl Iodides and α-Haloketones with Sulphur Nucleophiles: A Kinetic Study

The reactivity of alkyl iodides and phenacyl bromides with 1,4-dihydro-4,4,6-trimethyl-1-(substituted)-pyrimidine-2-thiols has been measured conductometrically in methanol and pKa values of the thiols have been evaluated.The electron donating s