1-In this study, some organic compounds contain hetero-atoms were synthesized by several steps as following:
First; 4-phenylazoaniline [1] and 4-phenyl azophenol [17] were prepared in two steps:
The treatment of a primary aromatic amine (aniline) with nitrous acid to form a diazonium salt. Coupling reaction of aromatic diazonium ion with activated aromatic ring (aniline, phenol).
Second; Organic compounds (1E, 4E)-1, 5-diphenylpenta-1, 4-dien-3-one [2], (E)-3-(furan-2-yl) acrylaldehyde [3] were prepared by aldol condensation reaction between two molecules of an aldehyde or a ketone.Third; Organic compounds [4-11] were prepared by reaction of 4phenylazoaniline
[1] in one step by a condensation reaction between the carbonyl group of aldehydes or ketone and the amino group to yield the following compounds:[4]- N, N-dimethyl-4-[(E) - 4-{(E)-phenyldiazenyl} phenylimino] methyl aniline
[5]- (E)-N-(4-bromobenzylidene)-4-[(E)-phenyldiazenyl] aniline
[6]- (E)-N-(4-nitrobenzylidene)-4-[(E)-phenyldiazenyl] aniline
[7]- (Z)-N-(furan-2-ylmethylene)-4-[(E)-phenyldiazenyl] aniline
[8]- N-[(1E, 4E)-1, 5-diphenylpenta-1, 4-dien-3-ylidene]-4-[(E)phenyldiazenyl]
aniline [9]- (E)-N-[(E)-3-phenylallylidene]-4-[(E)-phenyldiazenyl] aniline
[10]- (E)-5-[4-{(E)-phenyldiazenyl} phenylimino] pentane-1, 2, 3, 4-tetraol
[11]- (E)-N-[(E)-3-{furan-2-yl} allylidene]-4-[(E)-phenyldiazenyl] aniline
Organic compound (E)-4-(4-nitrobenzylideneimino) benzenthiol [12] was
prepared in one step by a condensation reaction between carbonyl group of
p-nitrobenzaldehyde and aromatic primary amino group of paminothiophenol.
Fourth; Organic compounds [13-16] were prepared by reaction of (E)-4-(4nitrobenzylideneimino)benzenthiol [12] in one step by an alkylation reaction between (Ethyl Bromide, n-propyl Bromide, Benzyl Chloride or 1,2-Dichloroethane) and thiol group to yield following compounds:
[13]- (E)-4-(ethylthio)-N-(4-nitrobenzylidene) aniline
[14]- (E)-N-(4-nitrobenzylidene)-4-(propylthio) aniline[15]- (E)-4-(benzylthio)-N-(4-nitrobenzylidene) aniline
[16]- (E)-4-(2-chloroethylthio)-N-(4-nitrobenzylidene) aniline
Organic compounds [18-20] were prepared by reaction of (E)-4-(2-chloroethylthio)-N-(4-nitrobenzylidene) aniline [16] with ((E)-4-(4nitrobenzylideneimino)benzenthiol [12], 4-phenyl azophenol [17] or paminopyridine)to yield the followingcompounds:
[18]- (NE, N’E)-4, 4’-[ethane-1, 2-diylbis (sulfanediyl)] bis [N-(4nitrobenzylidene)aniline]
