Abstract
New derivatives for acetylenic morpholine were prepared. Acetylenic amine (Npropargyl morpholine 1) was synthesized by the reaction of propargyl bromide with morpholine in aqueous medium. This compound was used as a synthone for hydroxy acetylenic compounds. Compound (1) was converted to the Grignard reagent (2) by the reaction with methyl magnesium iodide. The reaction of the intermediate (2) with different carbonyl compounds afforded hydroxy acetylenic compound (3). Finally, prepared Npropargyl ether morpholino (4a-i) was prepared by the reaction of the hydroxy acetylenic compound with chloro acetanilide, benzyl chloride via willamson reaction. The structure of the synthesized compounds has been elucidated by the available physical and spectral methods.
Highlights
Acetylenic amines have been reported to be pharmaceutically active compounds for possessing several biological activities such as antispasmodics anticancer agents, hypertensive agent (AL-Obaidi, 2011), anticancer (Sheat and Dawood, 2005), antineoplastic agent (Sheat and Saeed, 2006), inflammatory agent (Hussin, 2009), cholinergic or anticholinergic agents (Sharb and Jawad, 2002)
The ether derivatives showed a biological activity such as acetylenic amine which acts as an antipyretic agent (Sheat and Ali, 2005), anti-inflammatory (Logen, 1997), herbcidic (Hart et al, 1995)
The Grignard reaction is one of the important reactions in organic chemistry is one where a C-C bond is formed (Clevenger and Kathleen, 2007), the Grignard reagent acts as a catalyst (Gerard et al, 2007), (Terao and kamba, 2008), Grignard reagents are key building blocks for many pharmaceutical and synthesis drug (Das et al, 1993), Grignard reagent is used to prepare tricyclic drug (Oko et al, 2001) and synthesis heterocyclic and 5-membered ring compounds (Baumann et al, 2011)
Summary
Acetylenic amines have been reported to be pharmaceutically active compounds for possessing several biological activities such as antispasmodics anticancer agents, hypertensive agent (AL-Obaidi, 2011), anticancer (Sheat and Dawood, 2005), antineoplastic agent (Sheat and Saeed, 2006), inflammatory agent (Hussin, 2009), cholinergic or anticholinergic agents (Sharb and Jawad, 2002). تحضير بعض مشتقات الاستيلين مورفولين باستخدام كاشف كرينيارد الملخص ( مـنI بروبرجيل مورفـولين-N) حضر.تم تحضير بعض المشتقات جديدة للاستيلين مورفولين ثم استخدم هذا المركب مـادة أوليـة لتحـضير،تفاعل بروميد البروبرجيل مع المورفولين في وسط مائي ( بتفاعله مع مثيـل ايوديـد2) ( إلى كاشف كرينيارد1) حول المركب .مركبات الـهيدروكسي الاستيلينية ( مع مركبات الكاربونيل المختلفة أعطى مركبـات هيدروكـسي2) ان تفاعل المركب الوسطي.المغنيسيوم بروبرجيل مورفولين ايثـر مـن خـلال تفاعـل مركبـات- أخيرا حضرت مركبات.(3a-i) الاستيلينية ( مع كلورواستناليد اوكلوريد البنزيل من خلال تفاعل وليامـسون للايثـرات3a-i) هيدروكسي الاستيلينية
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