Reaksi 4-Bromoanilia Dengan 5-Bromoisatin Maupun 5-Nitroisain

Sativa, Rizka Gitami (2014) Reaksi 4-Bromoanilia Dengan 5-Bromoisatin Maupun 5-Nitroisain. Other thesis, Insititut Teknologi Sepuluh Nopember.

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Abstract

Senyawa-senyawa antikanker telah dikembangkan dari reaksi senyawa-senyawa aldehida dengan senyawa-senyawa oksindola. Reaksi isatin dengan 2,5-dimetoksianilina (perbandingan 1:1) telah dikaji untuk mendapatkan 3-(2,5-dimetoksifenilimino)-1,3- dihidroindol-2-on tetapi yang diperoleh berupa 3,3-bis(4-amino- 2,5-dimetoksifenil)-1,3-dihidroindol-2-on. Sehubungan dengan hasil penelitian-penelitian tersebut, maka pada penelitian ini, dikaji reaksi 5-bromoisatin maupun 5-nitroisatin dengan 4- bromoanilina (perbandingan 1:1) pada kondisi refluks dalam pelarut etanol yang mengandung katalis asam asetat glasial. Reaksi 5-bromoisatin dengan 4-bromoanilina diperoleh endapan hasil reaksi berupa 5-bromo-3-(4-bromofenilimino)-1,3- dihidroindol-2-on dengan rendemen 71% (refluks selama tujuh hari) dan 94% (refluks selama 30 menit). Reaksi 5-nitroisatin dengan 4-bromoanilina diperoleh 3-(4-bromofenilimino)-5-nitro- 1,3-dihidroindol-2-on sebagai endapan hasil reaksi dengan rendemen 2% (refluks selama tujuh hari), dan sebagai kristal dengan rendemen 76% (refluks selama 30 menit). Penetapan struktur hasil reaksi dilakukan menggunakan data kromatografi cair-spektrometer massa (ionisasi electrospray), dan spektrometer NMR (1H, 13C, DEPT-135).
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Anticancer compounds have been developed from reaction of aldehydes with oxindoles. Reaction of isatin with 2,5-dimethoxyaniline (ratio 1:1) has been studied to obtain 3-(2,5-dimethoxyphenylimino)-1,3-dihydroindol-2-one but were obtained 3,3-bis(4-amino-2,5-dimethoxyphenyl)-1,3-dihydroindol-2-one. According to the studies, this research carried out the reaction of 5-bromoisatin or 5-nitroisatin with 4-bromoaniline refluxed in ethanol that contain acetic acid glacial catalyst. Reaction of 5-bromoisatin with 4-bromoaniline obtained precipitate of reaction as 5-bromo-3-(4-bromophenylimino)-1,3-dihydroindol-2-one with yields 71% (reflux for seven days) and 94% (reflux for 30 minutes). Reaction of 5-nitroisatin with 4-bromoaniline obtained precipitate as 3-(4-bromophenylimino)-5-nitro-1,3-dihydroindol-2-one with yields 2% (reflux for seven days), and crystal with yields 76% (reflux for 30 minutes). Determination the structure of product is done by the data of liquid chromatography-mass spectrometry (electrospray ionization) dan NMR spectrometry (1H, 13C, DEPT-135)

Item Type: Thesis (Other)
Additional Information: RSKi 572.518 Sat r-1, 2014
Uncontrolled Keywords: 5-Bromoisatin; 5-nitroisatin; 4-bromoanilina
Subjects: Q Science > QD Chemistry > QD471 Chemical compounds - Structure and formulas
Divisions: Faculty of Mathematics and Science > Chemistry > 47201-(S1) Undergraduate Thesis
Depositing User: Mr. Marsudiyana -
Date Deposited: 09 Jan 2024 07:43
Last Modified: 09 Jan 2024 07:45
URI: http://repository.its.ac.id/id/eprint/105422

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