Monatshefte für Chemie - Chemical Monthly ( IF 1.7 ) Pub Date : 2021-07-16 , DOI: 10.1007/s00706-021-02798-4 Ahmad H. Abdullah 1, 2 , Mustafa M. El-Abadelah 1 , Jalal A. Zahra 1 , Salim S. Sabri 1 , Firas F. Awwadi 1
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The reaction of N′-arylbenzothiohydrazides with 1-aryl-6-chloro-5-nitro-4-oxothieno[2,3-c]pyridazine-3-carboxylic ester, in the presence of triethylamine, proceeded via a thiophene ring-opening process and furnished, upon addition of iodomethane or allyl bromide, the respective 6-(methyl/allylthio)-4-oxopyridazine-1,3,4-thiadiazoline hybrids. Acid-catalyzed hydrolysis of the latter esters yielded the corresponding carboxylic acids. The new compounds were characterized by IR, HRMS, and NMR spectral data, and the 4-oxopyridazine-thiadiazoline structures confirmed by X-ray crystallography for a representative hybrid of the set.
Graphic abstract
中文翻译：
噻吩开环反应Ⅱ．1,3,4-噻二唑啉-硫基哒嗪杂化物的简单合成
的反应N' -arylbenzothiohydrazides与1-芳基-6-氯-5-硝基-4-氧代噻吩并[2,3- c ^ ]哒嗪-3-羧酸酯，在三乙胺的存在下，通过噻吩开环进行过程并在添加碘甲烷或烯丙基溴后提供相应的 6-（甲基/烯丙基硫基）-4-氧代哒嗪-1,3,4-噻二唑啉杂化物。后一种酯的酸催化水解产生相应的羧酸。新化合物通过 IR、HRMS 和 NMR 光谱数据进行表征，4-氧代哒嗪-噻二唑啉结构由 X 射线晶体学证实，用于该组的代表性混合物。
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