- A zinc Lewis acid surface active agent for the preparation of 5' - substituted tetrazole compounds
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The invention belongs to the field of organic synthetic technology, and specifically relates to a zinc Lewis acid surfactant as catalysts for preparing the 5' - substituted compound four azole class method. The method comprises the following steps: 1) to zinc Lewis acid surfactant Zn (OSO2 Cn H2 N + 1 )2 As the catalyst, R cyanide and sodium azide in water reaction to obtain the 5' - R base four nitrogen zuo compound of zinc salt and by-product NaOSO2 Cn H2 N + 1 ; 2) In the step 1) of the obtained 5 '- R base four nitrogen zuo compound of zinc salt in the acidification is carried out under acidic conditions, to obtain the 5' - R base four nitrogen zuo compounds and by-product zinc bromide; 3) by-product NaOSO2 Cn H2 N + 1 And by-product zinc bromide in the substitution reaction under acidic conditions, to obtain zinc Lewis acid surfactant Zn (OSO2 Cn H2 N + 1 )2 . Method can be used in "one-pot" strategy, the starting material by continuous cyclization reaction, the acidification reaction directly preparation containing the tetrazole compound of the structural unit; the method used in the zinc Lewis acid surfactant can be recovered after the reaction.
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Paragraph 0052-0060
(2018/09/08)
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- Preparation of 5-alkylthio and 5-arylthiotetrazoles from thiocyanates using phase transfer catalysis
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A very efficient method of preparation for 5-alkyl and 5- arylthiotetrazoles from the corresponding alkyl or aryl halides is described. The halides are first transformed into thiocyanates which further react with azide, yielding the corresponding tetrazoles with [2+3] polar cycloaddition. All synthetic transformations are performed under phase transfer catalytic conditions. The yields vary from good to excellent except for the preparation of 5-benzylthiotetrazole, where the reaction between benzyl thiocyanate and azide [2+3] cycloaddition is in competition with nucleophilic substitution, with benzyl azide as product.
- LeBlanc, Blaise W.,Jursic, Branko S.
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p. 3591 - 3599
(2007/10/03)
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