163729-68-8

Upstream product

• 33174-57-1 5-amino-N'-methoxy-1-methylimidazole-4-carboxamidine 
• 129878-00-8 1-methoxy-9-methyl-2-azaadenine hydroiodide 
• 129877-98-1 5-azido-1-methyl-1H-imidazole-4-carbonitrile 
• 163729-67-7 methyl 5-azido-1-methyl-1H-imidazole-4-carboximidate 

Downstream Products

• 27700-58-9 5-amino-4-cyano-N-methylimidazole 

Relevant academic research and scientific papers

Purines. LXIV syntheses of 9-methyl-2-azaadenine 1-oxide, its O-methyl derivative, and 1-substituted 5-azidoimidazole-4-carboxamides

Diazotization of 5-amino-N'-methoxy-1-methylimidazole-4-carboxamidine (4a) with NaNO2, in 1 N aqueous HCl was found to give the 1-methoxy-2-azaadenine derivative 8a · HI, which produced 5-azido-1-methylimidazole-4-carbonitrile (5a) on treatment with aqueous Na2CO3. The ribosyl analogue 5b, obtained from the riboside 4b by similar diazotization, was utilized for the synthesis of 5-azido-1-β-D-ribofuranosylimidazole-4-carboxamide (9b), a novel AICA riboside analogue. On heating in HCONMe2 at 700C for 10 min, 8a · HI yielded the 1-N-oxide 7a. Several reactions to transform the functional groups in 5a were also investigated.