1954
DOI: 10.1021/ja01638a033
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Ortho Esters, Imidic Esters and Amidines. IV. The Mechanism of the Reaction of Aniline with Ethyl Orthoformate1

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Cited by 33 publications
(11 citation statements)
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“…The resulting solid was collected by filtration and recrystallized from ethanol to afford analytically pure samples 3a-h. Compounds 3a-f have been described previously [31][32][33][34][35][36][37] and were found identical with our samples synthesized by our protocol.…”
Section: General Procedures For the Synthesis Of Nn --Disubstituted Fmentioning
confidence: 61%
“…The resulting solid was collected by filtration and recrystallized from ethanol to afford analytically pure samples 3a-h. Compounds 3a-f have been described previously [31][32][33][34][35][36][37] and were found identical with our samples synthesized by our protocol.…”
Section: General Procedures For the Synthesis Of Nn --Disubstituted Fmentioning
confidence: 61%
“…In the first step, formamidine is prepared using substituted anilines with triethyl orthoformate; a similar procedure is used in previous reports but with different aniline substrates (Scheme a). , For the synthesis of symmetrical formamidines, the aniline derivatives (2 equiv) are mixed together with other reactants at the beginning of the reaction; however, for the synthesis of the unsymmetrical formamidine the two-different substituted anilines are added to the reaction mixture at different stages to avoid the formation of any symmetrical analogues (cross-products) that might result from side reactions. Accordingly, at the beginning of the reaction only the first substituted aniline (1 equiv) is added and allowed to reach its complete conversion to N -(Ethoxymethylene) aniline derivative . Then, the second substituted aniline (1 equiv) is added, and the reaction is continued under the same conditions.…”
Section: Resultsmentioning
confidence: 99%
“…Although a variety of catalysts have been reported for the synthesis of formamidines and N, N'-diaryl formamidines, some of them suffer from disadvantages such as low yields, long reaction times, non-reusability of the catalyst and etc. Because of using toxic, metal-containing catalysts or expensive, heterogeneous ones [27][28][29][30] cause to utilize non-toxic, cost-saving ILs be more important. So, introduction of more effective methods and catalysts for the synthesis of these compounds is still of great importance.…”
Section: Introductionmentioning
confidence: 99%