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Synthesis of some heterocyclic compounds based on (2, 3-dioxo-2, 3- dihydro-1H-indol-1-yl) acetyl acetic acid derivatives

International Journal of Basic and Applied Sciences2 • 2013
العودة
معلومات البحث
المؤلفون M. M. H. Arief 1 , M. H. M. Ahmed 1 , A. A. Said 2 , N. M. M. Selim
الكلمات المفتاحية Isatin, thionyl chloride, chloro acetic acid, hydrazine hydrate, acetic anhydride, ammonium thiocyanate, anthranilic acid, glycine, benzoyl glycine and benzaldehyde.
المجلة العلمية International Journal of Basic and Applied Sciences2
الناشر Science Publishing Corporation
المجلد 2
العدد 2
الصفحات 153-159
publication.type International
رابط البحث Not Available
المواد المرفقة Not Available
الملخص
Reactions of isatin–N–acetylchloride 2 with equivalent amount of hydrazine hydrate gave 2-(2, 3-dioxo-2, 3-dihydro-
1H-indol-1-yl) acetohydrazide 3 which was then cyclized to give [1, 2, 4] triazino [4, 3-a] indole-3, 10 (2H, 4H)-dione 5
but when 2 reacted with excess of hydrazine hydrate it give 2[(2, 3-bishydrazono)-2, 3-dihydro-1H-indol-1-yl]
acetohydrazide 4. Isothiocyanate derivative 6 was prepared from the corresponding acid chloride and ammonium
thiocyanate in acetone. The reactions of isothiocyanate with anthranilic acid, glycine, benzoyl glycine, hydrazine
hydrate and benzoyl hydrazine were also investigated. The condensation reaction of benzoyl glycine with
isothiocyanate in the presence of benzaldehyde gave 16 which was easily cyclized to give 17