36320-68-0Relevant academic research and scientific papers
Polymethylene derivatives of nucleic bases bearing ω-functional groups: IX—An unusual reaction of methyl 2-thiocyano-5-chloropentanoate with uracyl and thymine
Komissarov,Kritzyn
, p. 669 - 672 (2017)
Although the search of inhibitors of the key enzymes of HIV replication has remained a topical and intensively studied topic over the last several decades, potential inhibitors of the enzymes bearing thiocyano groups have been little studied. In this work, we tried to synthesize polymethylene derivatives of nucleic bases bearing thiocyano groups at the ω-position of the polymethylene chain. The reaction of new alkylating reagents, methyl α-thiocyano-ω-chloroalkanoates, with nucleic bases led to a complicated and barely separated product mixture. The only exceptions were the reactions of uracil or thymine with methyl 2-thiocyano- 2-chloropentanoate, in which 2-(N1-uracilyl or -thyminyl)tetrahydrothiophene-2-carboxylates were isolated in 45–50% yields. The potential mechanism of the reaction is discussed.
Method for producing organic compounds by substituting halogen atoms
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Page 14; 15; 19, (2008/06/13)
The invention pertains to a method in which a halogen atom of an organic compound is replaced with a group derived from a nucleophilic agent, at high yield and high efficiency, by the following method which includes a step of reacting the nucleophilic agent with an organic material having a halogen atom bonded to a carbon atom having four σ bonds, more specifically: a method for producing an organic compound having Q, the method including a step of reacting a compound represented by general formula (2) with an organic starting material having at least one halogen atom bonded to a carbon atom having four σ bonds so as to replace the halogen atom in the organic starting material with Q:MQa (wherein M represents an alkali metal atom, an alkali earth metal atom, or a rare earth metal atom; Q represents a moiety of an inorganic acid or an active hydrogen compound derived by eliminating a proton, wherein Q is a halogen atom different from the halogen atom in the organic starting material having the halogen atom bonded to the carbon atom having the four σ bonds; and a represents an integer of 1 to 3) in the presence of a compound represented by general formula (1) (wherein Z- represents an anion derived by eliminating a proton from an inorganic acid or an active hydrogen compound; R2 is the same or different; R2 each independently represent a C1-C10 hydrocarbon group or two R2 on the same nitrogen atom may be bonded with each other to form a ring with the nitrogen atom).
