1957
DOI: 10.1021/ja01572a044
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Chemistry of the 1,4-Diamino-1,3-butadienes. I. Preparation1

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Cited by 14 publications
(4 citation statements)
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“…Synthesis of pyridazino [4,5-d] et al 68 This method was poorly reproducible in our laboratory and therefore we have developed a novel one-pot synthesis following the methodology of "inverse electron demand Diels-Alder cycloadditon" of 1,2,4,5-tetrazine and acetylenedialdehyde tetraethylacetal, which possibly represents a general approach to a pyridazino [4,5-d]pyridazine frame 64 (Scheme 3). 4,4 -Bipyridazine was prepared in a similar fashion 69 using readily available (in a kilogram scale) cis-trans-1,4-bis-(dimethylamino)butadiene 70 as an extreme reactive "double dienophile". A very simple and efficient method for the preparation of unsubstituted 1,2,4,5tetrazine was essentially a rational combination of two literature procedures.…”
Section: Methodsmentioning
confidence: 99%
“…Synthesis of pyridazino [4,5-d] et al 68 This method was poorly reproducible in our laboratory and therefore we have developed a novel one-pot synthesis following the methodology of "inverse electron demand Diels-Alder cycloadditon" of 1,2,4,5-tetrazine and acetylenedialdehyde tetraethylacetal, which possibly represents a general approach to a pyridazino [4,5-d]pyridazine frame 64 (Scheme 3). 4,4 -Bipyridazine was prepared in a similar fashion 69 using readily available (in a kilogram scale) cis-trans-1,4-bis-(dimethylamino)butadiene 70 as an extreme reactive "double dienophile". A very simple and efficient method for the preparation of unsubstituted 1,2,4,5tetrazine was essentially a rational combination of two literature procedures.…”
Section: Methodsmentioning
confidence: 99%
“…[8][9][10][11][12][13] However, these reports have only addressed a limited range of acetylene systems. In addition, effects of the nature of aryl substituents as well as variation of the catalyst component on the pattern of product and yield distribution have to date not been investigated.…”
Section: Introductionmentioning
confidence: 99%
“…Infrared spectra of 1 are relatively simple showing, inter alia, intense bands assignable to a tro/?j--CH=CH- [Fegley et al, 1957; Viehe and Franchimont, 1964; Sadtler Commercial Spectra: /3-nitrostyrene (No. 3301), /;,/3-dinitrostyrene (No.…”
mentioning
confidence: 99%