Reaksi-Reaksi 3-Bromoanilina

Putri, Suryani Cahaya (2017) Reaksi-Reaksi 3-Bromoanilina. Undergraduate thesis, Institut Teknologi Sepuluh Nopember.

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Abstract

Senyawa-senyawa antikanker telah dikembangkan dari reaksi senyawa-senyawa aldehida dengan oksindola. Reaksi isatin dengan 2,5-dimetoksianilina (perbandingan mol 1:1) telah dikaji untuk mendapatkan 3-(2,5-dimetoksifenilimino)-1,3-dihidroindol-2-on, tetapi diperoleh 3,3-bis(4-amino-2,5-dimetoksifenil)-1,3-dihidroindol-2-on. Sebagai kesinambungan dari hasil penelitian tersebut, pada penelitian ini dikaji reaksi 5-nitroisatin dengan 3-bromoanilina (perbandingan mol 1:1) dalam etanol dengan katalis asam asetat glasial. Hasil reaksi diperoleh 5-nitro-3-(3-bromofenilimino)-1,3-dihidroindol-2-on dengan rendemen 14%, dan reaksi serupa dengan perbandingan mol 1:2,5 diperoleh hasil sintesis yang sama dengan rendemen 77%. Reaksi 5,7-dibromoisatin dengan 3-bromoanilina dalam perbandingan mol 1:2,5 diperoleh 5,7-dibromo-3-(3-bromofenilimino)-1,3-dihidroindol-2-on dengan rendemen 93%. Reaksi yang berlangsung dipantau dengan kromatografi lapis tipis, dan identifikasi struktur hasil reaksi dilakukan menggunakan spektrometer massa (ESI-MS), NMR (1H, 13C, DEPT-135), dan IR.
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In recent years, anticancer compounds have been developed via reaction of aldehydes with oxindoles. Reaction of isatin with 2,5-dimethoxyaniline with mole ratio 1:1 has been investigated to achieve 3-(2,5-dimethoxyphenylimino)-1,3-dihydroindol-2-one, but the result showed that from this reaction was obtained 3,3-bis(4-amino-2,5-dimethoxyphenyl)-1,3-dihydroindol-2-one. According to the studies, in this research carried out reaction of 5-nitroisatin with 3-bromoanilina over ethanol and acetic acid glacial catalyst was obtained 5-nitro-3-(3-bromophenylimino)1,3-dihydroindol-2-one. The Result showed that at mole ratio 1:2,5 exhibited higher yield (77%) than at mole ratio 1:1 (14%).. Reaction of 5,7-dibromoisatin with 3-bromoanilina at mole ratio 1:2,5 was obtained 5,7-dibromo-3-(3-bromophenylimino)-1,3-dihydroindol-2-one with an 93% yield. The reactions were controlled by Thin Layer Chromatograph (TLC) and the structure of the compound were identified by mass apectrometer (ESI-MS), NMR (1H,13C,DEPT-135), and IR

Item Type: Thesis (Undergraduate)
Additional Information: RSKi 615.907 Put r
Uncontrolled Keywords: reaksi, 5-nitroisatin, 5,7-dibromoisatin, 3-bromoanilina
Subjects: Q Science > QD Chemistry
R Medicine > RS Pharmacy and materia medica
Divisions: Faculty of Mathematics and Science > Chemistry > 47201-(S1) Undergraduate Thesis
Depositing User: Mr. Tondo Indra Nyata
Date Deposited: 02 Jun 2017 04:00
Last Modified: 18 Dec 2017 02:14
URI: http://repository.its.ac.id/id/eprint/41459

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