1594-58-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1594-58-7, name is N-Hydroxynicotinimidamide, molecular formula is C6H7N3O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
General procedure: Isobutyl chloroformate (0.44 g, 3.19 mmol) was added dropwise under argon to a -30 C solution of 11 (1 g, 3.19 mmol) and N-methylmorpholine (0.39 g, 3.83 mmol) in THF (40 mL). After a brief (30 min) stirring, a solution of the respective amidoxime (3.83 mmol) in THF (10 mL) was added dropwise. The reaction mixture was allowed to reach rt, stirred at that temperature for 12 h, filtered and concentrated in vacuo. The residue was dissolved in toluene (50 mL), TBAF (0.1 g) was added and the mixture was heated at reflux for 5 h with azeotropic removal of water using a Dean-Stark trap. The toluene solution was washed with water, 1% aqueous citric acid, 5% sat. aq NaHCO3, brine, dried over anhydrous Na2SO4, filtered and concentrated to dryness in vacuo. The residue was fractionated on silica gel using chloroform as eluent. The fractions containing the 1,2,4-oxadiazole product (according to LC MS analysis) were pooled and concentrated in vacuo. The residue was dissolved in 1,4-dioxane (15 mL) and treated with 4 M HCl in 1,4-dioxane (1 mL). After stirring at rt for 6 h, the reaction mixture was concentrated to dryness in vacuo and the residue was crystallized from isopropyl alcohol to provide analytically pure title compound.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1594-58-7, N-Hydroxynicotinimidamide, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Krasavin, Mikhail; Lukin, Alexey; Bagnyukova, Daria; Zhurilo, Nikolay; Zahanich, Ihor; Zozulya, Sergey; Ihalainen, Jouni; Forsberg, Markus M.; Lehtonen, Marko; Rautio, Jarkko; Moore, Daniel; Tikhonova, Irina G.; Bioorganic and Medicinal Chemistry; vol. 24; 21; (2016); p. 5481 – 5494;,
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