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An efficient regioselective synthesis of N-alkylated purine-triazole analogues
Indian Journal of Chemistry, Section B ( IF 0.456 ) Pub Date : 2020-10-05
Chintan Pandit, Mayank Pandya, Yashwantsinh Jadeja, Jyoti Gohel, Khushal Kapadiya

Nitrogen rich purine adduct (2) was prepared by reaction of 2,6-dichloro purine (1) with hydrazine hydrate was converted to hybrid purine-triazole ring (4) by a simple cyclisation process (con. HCl & methanol) on reaction with 3-phenoxy benzaldehyde. The regioselectivity of synthesized adducts was carried out by simple spectroscopic techniques i.e. IR, 1H NMR & 13C NMR spectra. These studies gave an idea regarding replacement of chlorine out of C-2 or C-6 position. Novelty was introduced by alkyl substation at N-9 position of imidazole ring and at –NH of triazole ring and a series of 4-chloro-5a,6-dihydro-1,6-dialkylated-8-(3-phenoxyphenyl)-1H-[1,2,4]triazolo[3,4-e]purine (5a-5g) hybrids were synthesized.

中文翻译:

N-烷基化嘌呤-三唑类似物的高效区域选择性合成

通过将2,6-二氯嘌呤(1)与水合肼反应制得富氮嘌呤加合物(2),通过简单的环化过程(如HCl和甲醇),将其与水合肼转化为杂嘌呤-三唑环(4)。 3-苯氧基苯甲醛。合成的加合物的区域选择性通过简单的光谱技术进行,IR,1 H NMR和13 C NMR光谱。这些研究给出了关于从C-2或C-6位置置换氯的想法。通过在咪唑环的N -9位和三唑环的-NH处烷基取代以及一系列的4-chloro-5a6-dihydro-1引入新颖性2,6-二烷基-8-(3-苯氧基苯基)-1H- [1 24]三唑并[3 4-E]嘌呤(5A-5G)杂交体合成。
更新日期:2020-10-05
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