Development and Demonstration of a Safer Protocol for the Synthesis of 5-Aryltetrazoles from Aryl Nitriles

التفاصيل البيبلوغرافية
العنوان: Development and Demonstration of a Safer Protocol for the Synthesis of 5-Aryltetrazoles from Aryl Nitriles
المؤلفون: Simon Leung, Mark Lindrud, Daniel S. Treitler
المصدر: Organic Process Research & Development. 21:460-467
بيانات النشر: American Chemical Society (ACS), 2017.
سنة النشر: 2017
مصطلحات موضوعية: Nitrile, 010405 organic chemistry, Hydrochloride, Aryl, Organic Chemistry, 010402 general chemistry, 01 natural sciences, 0104 chemical sciences, chemistry.chemical_compound, chemistry, Sodium azide, Phenol, Organic chemistry, Amine gas treating, Tetrazole, Reactivity (chemistry), Physical and Theoretical Chemistry
الوصف: The search for a faster, safer protocol for the direct synthesis of 5-aryltetrazoles from aryl nitriles in the presence of sodium azide and an amine hydrochloride salt led to the discovery of a buffered system comprised of BnNH2, BnNH2·HCl, and NaN3. After optimization of reaction conditions and a thorough investigation of reaction safety, the procedure was demonstrated for the synthesis of several hundred grams of 4-chloro-2-(2H-tetrazol-5-yl)phenol. The generality of the developed reaction conditions was established by a small-scale reactivity screen using 16 additional aryl and heteroaryl nitrile substrates.
تدمد: 1520-586X
1083-6160
URL الوصول: https://explore.openaire.eu/search/publication?articleId=doi_________::99b737e5df4711bca19f4a0bbc700791
https://doi.org/10.1021/acs.oprd.7b00016
رقم الأكسشن: edsair.doi...........99b737e5df4711bca19f4a0bbc700791
قاعدة البيانات: OpenAIRE