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تحضير وتشخيص مشتقات جديدة للاندنول تحمل حلقات غير متجانسة متنوعة == Synthesis And Characterization of New Indole Derivatives Bearing Various Hetero Rings
Author name:
كاظم ماذي لازم العلياوي
Supervisor name:
جمبد هرمز توما | خالد فهد علي
General topic:
Chemistry
Specific topic:
Organic Chemistry
Degree:
Doctorate
University:
University of Al-Qadisiyah - Faculty Of Education - Chemistry Department
Language:
English
University location:
Qadisiyah
First pages:
25T1483 - p.pdf
Abstract:
تتضمن هذه الاطروحة تحضير وتشخيص بعض مشتقات السكارين العضوية ومعقدات السكارين ومشتقاته الفوسفينية مع بعض الفلزات، حيث استخدم سكارينات الصوديوم والسكارين كمواد اولية للتحضير وكما ياتي : 1 - حضر N - كلور اسيتل سكارين (A2) من تفاعل السكارين مع كلور استيل كلور | This thesis include synthesis and characterization of some organic saccharin derivatives and metal complexes of saccharin and its phosphine derivatives are synthesized in this work according to the following : 1. The N - Chloro acetyl saccharin (A2) is prepared from the reaction of saccharin with chloro acetyl chloride, in presence of Et3N in 1,4 Dioxan. The N - (2 - aryl amino) acetyl saccharine (A3 - A9) is synthesized from the reaction of compound (A2) with the substituted amin.The N - (2 - Saccharin - 2yl) acetyl saccharine A(10) is prepared from reaction of two mole saccharin with mole chloro acetyl chloride in presence of Et3N in 1,4Dioxin.2. Mannich Bases (A11 - A26) are prepared from the reaction of saccharin with substituted primary amin and fromaldehyde in methanol.3. N - Hydroxy methyl saccharin (A27) is prepared from the reaction of saccharin with formaldehyde in H2O or EtOH. The N - methylacetat saccharin (A28) is prepared from the reaction of compound (A27) with acetic anhydride in the presence of NaOH.4. (3 - Benzosulfonamide2 - Carboxylicacid2 - yl)2 - imino thiazolidin - 4 - (one) (A29) is prepared from the reaction of compound (A2) with KSCN in acetone.5. N - Benzoyl Saccharin (A30) is prepared from the reaction of saccharin with Benzoyl Chloride in acetone in the presence of NaHCO3.6. N - acetyl Saccharin(A31) is prepared from the reaction saccharin with acetyl chloride in DMF in the presence of Et3N also N - acetyl saccharin (A49) is prepared from the reaction of sodium saccharin with acetyl chloride in DMF. The N - acetyl saccharine is used in the preparation of ? - ? - Unsaturated carbonyl compounds(A50 - A54) through its reaction with substituted benzaldehyde , and also N - acetyl saccharin is used in the preparation of Schiff bass A(55 - 58) through its reaction with substituted amine.7. N - acetonyl saccharin (A32) is prepared from the reaction of sodium saccharin with chloro aceton in DMF. The N - acetonyl saccharin is used in the preparation of Schiff base A(33 - 38) through its reaction with substituted of amine and also N - Acetonyl saccharin is used in the.preparation.of? - ? - Unsaturated.carbonyl.compound(A39 - A45) through its reaction with substituted benzaldehyde.8. N - saccharinato acetic acid (A46) is prepared from the reaction of sodium saccharin with chloro acetic acid in DMF. The N - saccharinato acetic acid used in the preparation of 5 - (N - Saccharin) methyl )2 - amino - 1,2,3 thiadiazol (A47) through its reaction with thio semicarbazide in toluene and also N - Acetic acid saccharin is used preparation of N - ((1H - benzo[d]imidozol - 2yl)methyl) Saccharin (A48) through its reaction with O - Phenyl diamine.9. N - 3 - bromopropyl saccharin (A59) is prepared from the reaction of sodium saccharin with 1,3 dibromopropan in DMF.10. 2 - ChloroN - (4 - (2 - methaoxazol - 5yl)sulfamoyl)phenyl)acetamide (A60)is prepared from the reaction of4 - aminosulphamethaoxazol with chloroacetyl chlorid in 1,4dioxan in the presence of Et3N.2 - saccharin - N(4 - (2 - methyloxazol - 5yl)sulfamoyl)phenyl acetamide(A61)is.prepared from the reaction of sodium saccharin with (A6o)in DMF11. N - ethyl acetate saccharin A(62) is prepared from the reaction of sodium saccharin with chloro ethyl acetate in DMF. The N - acetic acid saccharin (A63) is prepared from the acidic hydrolysis of N - ethylsaccharin acetate by HCl , CH3COOH.The N - (acetyl thiosemicarbazide)saccharine(A64) is prepared from in the reaction of thiosemicarbazide with (A62)in acetone.The 5 - ((N - Saccharin )methyl) - 1,3,4 - thiadiaezol A(65) is synthesized in ring closur reaction by compound (A64) by sulfuric acid.12. N - Diphenyl phosphin saccharin (66) is prepared from the reaction of sodium saccharin with chloro diphenyl phosphine in dry ether. The N - diphenyl phosphin saccharin is used in the preparation of the complexe of the type [M CL2L2] , M=Pt(II) , Pd(II), Ni(II), L = Diphenyl phosphin saccharin [A70 - 72] through its reaction with Na2PdCl4 , PtCl2(DMSO)2,NiCl2 - 6H2O in CH2Cl2 or aceton in which N - Phenyl phosphin saccharin Ligands berhaves as amono dentat and coordinat through (P) atom to Metal.13. Aqua saccharin complexes of the type [M(Sac)2(H2O)4] 2H2O , (M=Ni,Co,Fe,Zn,Mn,Cd,Cu)(A73 - 79) are prepared from reaction sodium saccharin with divalent metal ions from (Ni,Co,Fe,Zn,Mn,Cd,Cu) in which saccharin Ligands behave amono dentate and coordinate through (N) atom to metal.Treament of (dppe , dppm) with aqua saccharinat complexes(A80 - A88) in CH2Cl2 gave complexes of this type.The treatment of dppe with aqua saccharinat complexes of the (Cd,Zn,Fe,Mn)(A79,A78 ,A76,A75)give complexes (A80 - A83)of this type [M(Sac)2(dppe)2], the dppe in these complexes coordinate as abidentate. but treatment of dppe with aqua saccharinat of the (Ni,Co)(A73,A74) gave complexes (A84,A85)of this type [M(Sac)2(dppe)], but treatment of dppe with aqua saccharinat complexes of the (Cu)(A77) , gave complexes(A86) of this type [Cu(Sac)dppe]. The treatment of dppm with aqua saccharinato complexes of the (Cd,Zn)(A78,A79) gave complexes (A87,A88) of this type [M(Sac)2(dppm)2].The structure of the synthesized compound are confirmed by I.R , H1 - N.M.R,C13 - N.M.R,Elemental analysis , molar conductivity and some chemical physical data.
