82296-06-8Relevant academic research and scientific papers
Synthesis of 4-Aminocycloheptimidazoles
Ishida, Noritoshi,Imafuku, Kimiaki
, p. 887 - 889 (2007/10/02)
2-Methyl- 1a, 2-phenyl- 1b, and 2-amino-4-(2-methyl-1,3-dioxolan-2-yl)cycloheptimidazole (1c) were treated with hydrazoic acid to give the corresponding 4-aminocycloheptimidazoles, respectively.However, the reaction of 4-(2-methyl-1,3-dioxolan-2-yl)cycloheptimidazole gave complex material.Some approaches to the synthesis of 4-aminocycloheptimidazole itself are also described.
Reactions of 3-(2-Methyl-1,3-dioxolan-2-yl)tropolone Methyl Ethers with Hydrazines, Thiourea, Guanidine, and Amidines
Imafuku, Kimiaki,Kikuchi, Yosuke,Yin, Bing-Zhu
, p. 185 - 192 (2007/10/02)
3-(2-Methyl-1,3-dioxolan-2-yl)tropolone, prepared from 3-acetyltropolone, was methylated with diazomethane to afford 2-methoxy-3-(2-methyl-1,3-dioxolan-2-yl)tropone (3a) and 2-methoxy-7-(2-methyl-1,3-dioxolan-2-yl)tropone (3b).The methyl ether 3a reacted with hydrazine to afford 2-hydrazono-3-(2-methyl-1,3-dioxolan-2-yl)-3,5-cycloheptadien-1-one and 3-methyl-1,8-dihydrocycloheptapyrazol-8-one.The reaction with methylhydrazine afforded 3-(2-methyl-1,3-dioxolan-2-yl)-2-methylhydrazono-3,5-cycloheptadien-1-one and 1,3- and 2,3-dimethyl-dihydrocycheptapyrazol-8-ones.Another methyl ether 3b reacted with hydrazine to afford 2-hydrazino-7-(2-methyl-1,3-dioxolan-2-yl)tropone, while the reaction with methylhydrazine gave 2-(2-methyl-1,3-dioxolan-2-yl)-7-(2-methylhydrazino)tropone, 2-(2-methyl-1,3-dioxolan-2-yl)-7-(1-methylhydrazino)tropone, and 1,3-dimethyl-8-methylhydrazono-1,8-dihydrocycloheptapyrazole.On the other hand, the methyl ether 3a reacted with guanidine, acetamidine, and benzamidine to give 4-(2-methyl-1,3-dioxolan-2-yl)-2-amino-, 2-methyl-, and 2-phenylcycloheptimidazole, respectively.The reaction of the methyl ether 3b also gave the same products.The reaction of 3b with thiourea afforded 2-mercapto-4-(2-methyl-1,3-dioxolan-2-yl)cycloheptimidazole but 3a resulted in the rearrangement to ethyl 2-(2-methyl-1,3-dioxolan-2-yl)benzoate.
Reactions of 3-Acetyltropolone Methyl Ethers with Guanidine and Amidines
Jin, Zhong-Tian,Imafuku, Kimiaki,Matsumura, Hisashi
, p. 1037 - 1040 (2007/10/02)
3-Acetyl-2-methoxytropone (1a) rearranged to 2-acetylbenzoic acid (2) on treatment with guanidine in the presence of sodium ethoxide, and reacted with benzamidine to give 4-methyl-2-phenyl-9H-cycloheptapyrimidin-9-one (5).Reaction with guanidine carbonate in the absence of sodium ethoxide gave 2-amino-4-methyl-9H-cycloheptapyrimidin-9-one (4). 2-Acetyl-7-methoxytropone (1b) reacted with guanidine, benzamidine, and acetamidine to afford 4-acetyl-2-aminocycloheptimidazole (3), 4-acetyl-2-phenylcycloheptimidazole (6), and 2-acetyl-7-aminotropone (7), respectively.
