5-氯和5-叠氮-1,3-二苯基- 1h -吡唑-4-乙醛衍生物的合成

IF 0.4 Q4 CHEMISTRY, MULTIDISCIPLINARY Jordan Journal of Chemistry Pub Date : 2020-08-04 DOI:10.47014/15.1.4
M. Farhat
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引用次数: 0

摘要

以5-叠氮-1,3-二苯基- 1h -吡唑-4-基)甲醛(3)和5-氯-1,3-二苯基- 1h -吡唑-4-醛(2)为原料,分别制备了N-[(5-叠氮-1,3-二苯基- 1h -吡唑-4-基)亚甲基]-N-芳胺(4a-c)和N-[(5-取代-1,3-二苯基- 1h -4-基)亚甲基]肼(5a-e)。(4a-c)和(5d-e)热解得到5-芳胺-1,3-二苯基- 1h -吡唑-4-碳腈(8a-c)和N-(4-氰基-1,3-二苯基- 1h -吡唑-5-基)肼(13a,b)。由N-[(5-氯-1,3-二苯基- 1h -吡唑-4-基)亚甲基]肼(5a,b)得到N-[2-(5-氯-1,3-二苯基- 1h -吡唑-4-基)-4-氧-噻唑-3-基]酰胺(14a,b)和3-乙酰基-2-(5-氯-1,3-二苯基- 1h -吡唑-4-基)-5-芳基-2,3-二氢-1,3,4-恶二唑(15a,b)。5-叠氮-1,3-二苯基- 1h -吡唑-4-甲醛(3)意外地得到1-(1,3-二苯基-1,6-二氢吡咯-2,3-c]吡唑-5-基)乙比-1- 1(17)。
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Synthesis of Some Pyrazole Derivatives from 5-Chloro- and 5-Azido-1,3-diphenyl-1H-pyrazole-4-carbaldehydes
N-[(5-Azido-1,3-diphenyl-1H-pyrazole-4-yl)methylene]-N-arylamines (4a-c) and N-[(5-Substituted-1,3-diphenyl-1H-pyrazole-4-yl)methylene]hydrazides (5a-e) were prepared from 5-azido-1,3-diphenyl-1H-pyrazole-4-carbaldehyde (3) and 5-chloro-1,3-diphenyl-1H-pyrazole-4-carbaldehyde (2), respectively. Thermolysis of (4a-c) and (5d-e) afforded 5-arylamino-1,3-diphenyl-1H-pyrazol-4-carbonitriles (8a-c) and N-(4-cyano-1,3-diphenyl-1H-pyrazol-5-yl)hydrazides (13a,b), respectively. N-[2-(5-Chloro-1,3-diphenyl-1H-pyrazol-4-yl)-4-oxo-thiazolidin-3-yl]amides (14a,b) and 3-acetyl-2-(5-chloro-1,3-diphenyl-1H-pyrazol-4-yl)-5-aryl-2,3-dihydro-1,3,4-oxadiazoles (15a,b) were obtained from N-[(5-chloro-1,3-diphenyl-1H-pyrazole-4-yl)methylene]hydrazides (5a,b). 5-Azido-1,3-diphenyl-1H-pyrazol-4-carbaldehyde (3) gave unexpectedly 1-(1,3-diphenyl-1,6-dihydropyrrolo-2,3-c]pyrazol-5-yl)ethan-1-one (17).
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来源期刊
Jordan Journal of Chemistry
Jordan Journal of Chemistry CHEMISTRY, MULTIDISCIPLINARY-
CiteScore
0.50
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7
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