Synthesis of new heterocyclic compounds via nitrile group.

number: 
1159
English
department: 
Degree: 
Imprint: 
Chemistry
Author: 
Heba Adil Ali Al-Ukully
Supervisor: 
Dr.Sawsan H. Shawkat
year: 
2005

Abstract:

Preparation of new derivatives of heterocyclic compounds such as (Triazoles, teterazoles ,oxazoles,thiadiazoles,oxadiazoles and oxazolones) were the aim of this work . This work was achieved through the prepration of α-aminonitrile, which was prepared using amodified streck's procedure it include the reaction of amine (panisidine) with approprte aldehyde (benzaldehyde) followed by the addition potassium cyaide. The reaction was carried at PH(3-4) using glacial acetic acid as solvent. Hydrolysis of the α-aminonitrite with 90% sulpheric acid α-aminoamide. Tetrazole was prepared from α-aminonitrite with sodium α-aminoamide gave three different products (aminoacid , Oxazole and oxazolone) when treated with concentrated HC1, pbromophencyl bromide and chloro acetic acid respectively. Treatment of α-aminoacid with thionyl chloride under reflux for two hours yield the un acid chloride. When acid choride was refluxed with hydrazine hydrate, acid : was obtained. salt was obtained when acid hydrazide was mixed in absolute ethanol followed by the addition of carbon Triazole derivatives were obtained using three different compounds : potassium salt with hydrazine hydrate , thiosemicarbzide derivative with sodium hydroxide , and semicarbazide derivative with 10% potassium hydroxide. Thiodiazoles derivatives were obtained by mixing thiosemicarbazide comound with concentrated sulpheric acid. When acid hydrazide was refluxed with KOH followed by the addition carbon disulfide oxadiazole was obtained . Qxadiazole derivative was also obtained when semicarbazide derivative was mixed with sulpheric acid.