4059-08-9

Upstream product

• 100-39-0 benzyl bromide 
• 1214-39-7 6-benzyladenine 
• 1928-77-4 7-benzyl-6-chloro-7H-purine 
• 100-46-9 benzylamine 
• 1214-39-7 6-benzylaminopurine 

Relevant academic research and scientific papers

N-difluoromethylazole sulfur (selenium) urea derivative and preparation method thereof

The invention discloses an N-difluoromethylazole sulfur (selenium) urea derivative and a preparation method thereof. The N-difluoromethylazole sulfur (selenium) urea derivative comprises N-difluoromethyl benzimidazole sulfourea, N-difluoromethyl imidazole sulfourea, N-difluoromethyl triazole sulfourea and an relevant N-difluoromethyl selenourea derivative; and a benzimidazole derivative, an imidazole derivative or a triazole derivative, elemental sulfur powder or selenium powder, and a catalyst are added into a reaction tube, an organic solvent is added into the reaction tube, halohydrocarbonis injected into the reaction tube, and reacting is carried out under a heating condition to obtain the N-difluoromethylazole sulfur (selenium) urea derivative. The preparation method is simple and easy to operate, the condition is mild, the cheap and economical effects are achieved, and the provided compounds have important potential application value in pesticides, medicines and organic functional materials.

Purines. XXX. Ring Fission of 3,7-Dialkyladenines by Alkaline Hydrolysis

On treatment with boiling 1 N aqueous NaOH for 2 h, 3,7-dialkyladenine salts (7: R1, R2= Me, Et, or PhCH2; X= Br, I, or ClO4) gave 1-alkyl-4-(N-alkylamino)-1H-imidazole-5-carboxamides (8), 1-alkyl-4-amino-1H-imidazole-5-carboxamides (11), and N6,7-dialkyladenines (14) in 33-59 percent, 2-10 percent, and 2-5 percent yields, respectively.Under slightly milder reaction conditions, 3,7-dimethyladenine hydriodide (7a: X= I) afforded 1-methyl-4-(N-methylamino)-1H-imidazole-5-carboxamide (8a) together with 3,7-dimethylhypoxanthine (2a) as a by-product; 7-benzyl-3-methyladenine hydrobromide (7c: X= Br) furnished a small amount of 1-benzyl-4-(N-methylamino)-1H-imidazole-5-carboxamidine (5c) besides 1-benzyl-4-(N-methylamino)-1H-imidazole-5-carboxamide (8c), 1-benzyl-4-amino-1H-imidazole-5-carboxamide (11c), and 7-benzyl-N6-methyladenine (14c).These results are best interpreted in terms of pathways involving hydrolytic deamination, ring fission in the pyrimidine and imidazole moieties, cyclization, and Dimroth rearrangement.The instability of 7a (X= I) in aqueous alkali was compared with that of the four possible Nx,9-dimethyl isomers, and the relative ease with which the adenine ring underwent hydrolytic ring fission was found to decrease in the order 3,9- (17) >7,9- (18) >1,9- (19) >3,7- (7a) >>N6,9-dimethyl isomer (20).Keywords - 3,7-dialkyladenine alkaline hydrolysis; ring fission; deamination; rearrangement; 1-alkyl-4-(N-alkylamino)-1H-imidazole-5-carboxamide; 1-alkyl-4-amino-1H-imidazole-5-carboxamide; N6,7-dialkyladenine

ALKYLATION OF SOME 6-SUBSTITUTED PURINES UNDER INTERPHASE CATALYSIS CONDITIONS

The mixture of 9-, 3-, and 7-benzyl-6-substituted purines is formed in almost quantitative yield by the alkylation of 6-benzylamino-, 6-furfurylamino-, 6-methylthio-, and 6-chloropurine with benzyhalides in the biphasic system of the liquid-liquid or liquid-solid type in the presence of interphase catalysts (quarternary ammonium salts, 18-crown-6).The catalytic activity of the quarternary ammonium salts increases with the inrease in the lipophilicity of the cation.Taking the alkylation of 6-benzylaminopurine as an example, the possibility of the application of ''triphasic catalysis'' in the alkylation reaction of purines is indicated.The alkylation of 6-substituted purines with isopropylbromide proceeds regioselectively under the conditions of the interphase catalysis with the formation of the corresponding 9-isopropylpurines.