الفهرس 
I N T R O D U C T I O NOnly 14 pages are availabe for public view
 |  | from | 207 |  |  |
| | | from | 207 | | |
Abstract
The subject of this work is the preparation and characterization of some novel azo disperses dyes and tests its ability to dyeing different types of fiber.
Deals with a detailed study for synthesis, characterization and describes the strategy of the methods that can be applied to give products in pure form, resulting in the synthesis of a class of organic compounds by using different reagents.
It includes the synthesis of some new azo dyes systems by Using of 2-amino-5,6-dihydro-4H-cyclopenta [b] thiophene-3-carbonitrile in synthesis of different aromatic amines via Gewald reaction of malononitrile with cyclopentanone and elemental sulfur to give 2- Amino-5, 6-dihydro-4H-cyclopenta[b] thiophene-3-carbonitrile (1) Another piece of evidence for structure of compound (4), is obtained by dissolve of amino thiophene (1) in dilute HCl then added NaNO2 solution to give the corresponding diazonium salt (2), which subsequent coupling with 5-amino-2-phenyl-2,4-dihydro-3H-pyrazol-
3-one (3) to form 2-((3-amino-5-oxo-1-phenyl-4,5-dihydro-1H-
pyrazol-4-yl)diazenyl)-5,6-dihydro-4H-cyclopenta [b]thiophene-3- carbonitrile (4) scheme (1).
Scheme (1)
The compound Thieno pyrazolone derivative (4) was the key start for a series of new azo-dyes formation; the interaction site for
diazo-coupling via NH2 to give diazo dyes 6-10 schemes (2).
Scheme 2
- Coupling of active methylene of Compound (11) with different diazonim salts
The Coupling of active methylene of 2-(2-aminothiazol-4-yl)-N-(4-(2- ((2-hydroxy-2-phenylethyl)amino)ethyl)phenyl) acetamide (11) with different diazonim salts of aromatic amines namely p-toluidine, α-naphthyl amine and Sulfanilic acid in presence of HCl then added sodium nitrite solution until the dizonium salt is formed, then added a solution of Compound (11) afforded the azo coupling compounds
12-14 respectively. Scheme 3
Scheme 3
- Using NH2 in formation of azo-dyes:
Dissolve of compound (11) in HCl then add sodium nitrite solution, the diazonium salt was formed followed by coupling with activated phenols such as Resorcinol, Salicylic acid and B- Naphthol
in (NaOH), which affording the azo dyes compounds 15-17,
respectively. Scheme 4
Scheme 4
Structures of all new obtained products are confirmed by micro analysis and IR, 1H-NMR, 13C-NMR and Mass spectra or GC/ MS.
Configurationally assignments to all of products are based on 1H- NMR, 13C-NMR spectroscopy and rationalizations for all of the above mentioned conversions are presented and discussed.
The newly synthesized dyes were applied as dyes for fabric;
where they exhibited very good dye ability and fastness properties.
The anti-microbial activity of the synthesized compounds was tested against a panel of two gram positive bacteria, two Gram- negative and against two fungi. The result of the present study showed a broad range of antimicrobial activity. It shows that the antimicrobial activity depends upon substituent only. Compounds 6
&8 exhibited good antimicrobial activity. It has been established that
the –COOH and –SO3H groups have excellent metal-binding capacity [JIS L 2008]. This explains the higher antimicrobial activity of these two compounds (6 &8).