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Abstract

This study synthesized two new Schiff base compounds (A1 and A2) by reacting ethyl-3-thiosemicarbazide with two different aldehydes under acid catalysis and reflux in ethanol. The reaction progress was monitored using TLC. The yields of both compounds were between 50-84%. The structures of A1 and A2 were characterized using FT-IR, 1H NMR, 13C NMR and 2D NMR spectroscopy. The results supported the proposed structures of the Schiff bases.

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29 views

Abstract

This study synthesized two new Schiff base compounds (A1 and A2) by reacting ethyl-3-thiosemicarbazide with two different aldehydes under acid catalysis and reflux in ethanol. The reaction progress was monitored using TLC. The yields of both compounds were between 50-84%. The structures of A1 and A2 were characterized using FT-IR, 1H NMR, 13C NMR and 2D NMR spectroscopy. The results supported the proposed structures of the Schiff bases.

Uploaded by

ksjcfqv577
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© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
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SYNTHESIS AND CHARACTERISATION OF

NEW SCHIFF BASE COMPOUNDS OF

N-ETHYL-2-(2-HYDROXY-3-

METHOXYBENZALDENE)HYDRAZINECARBOTHIOAMIDE AND

2-(2,3-DIHYDOXYBENZYLIDENDE)-N-

ETHYLHYDRAZINECARBOTHIOAMIDE

ABSTRACT

In this study, two new Schiff bases: N-ethyl-2-(2-hydroxy-3-

methoxybenzylidene)hydrazinecarbothioamide (A1) and 2-(2,3-

dihydroxybenzylidene)-N-ethylhydrazinecarbothioamide (A2) were

synthesised by reacting 4-ethyl-3-thiosemicarbazide with 2-hydroxy-3-

methoxybenzaldehyde; and 4-ethyl-3-thiosemicarbazide with 2,3-

dihydroxybenzaldehyde in a 1:1 molar ratio, acid catalysed reaction and

under reflux in ethanol. The stage of completion of the reaction was

observed via thin layer chromatography, TLC. The percentage yields of

both imines were within 50 – 84%. Synthesised compounds were

characterised by FT-IR, ¹H and ¹³C NMR. Analysis by 2D NMR (COSY,

HMQC and HMBC) spectroscopy and DEPT-135 was conducted to further

confirm the structure of A1. Results show that the proposed structures of the

Schiff bases were supported with their spectroscopic data.

Keywords: Schiff base, FT-IR, ¹H NMR, ¹³C NMR, 2D NMR, DEPT-135.


SINTESIS DAN PENCIRIAN DUA SEBATIAN BES SCHIFF BARU

N-ETIL-2-(2-HIDROKSI-3-

METOKSIBENZILIDENA)HIDRAZINAKARBOTIOAMIDA AND 2-

(2,3-DEHIDROKSIBENZILIDENA)-N- ETIL

HIDRAZINAKARBOTIOAMIDA

ABSTRAK

Dalam kajian ini, dua bes Schiff baru: N-etil-2-(2-hidroksi-3-

metoksibenzilidena)hidrazinakarbothioamida (A1) dan 2-(2,3-

dehidroksibenzalidena)-N-etilhidrazinakarbotioamida (A2) telah

disintesiskan secara tindakbalas 4-etil-3-tiosemikarbazida dengan 2-

hidroksi-3-metoksibenzaldehid; dan 4-etil-3-tiosemikarbazida dengan 2,3-

dehidoksibenzaldehid dalam nisbah 1: 1 molar dan dimangkinkan oleh asid

secara refluks dalam larutan ethanol. Masa tamat tindakbalas campuran

diperhatikan menggunakan kaedah kromatografi lapisan nipis. Peratusan

hasil kedua-dua imina adalah 50-84%. Sebatian yang disintesis telah

dicirikan oleh FT-IR, ¹H dan ¹³C NMR. Analisis secara 2D NMR (COSY,

HMQC dan HMBC) spektroskopi dan DEPT-135 telah dijalankan untuk

pengesahan lanjut struktur A1. Hasil kajian menunjukkan bahawa struktur

cadangan bes Schiff disokong dengan data spektroskopi tersebut.

Kata kunci: bes Schiff, FT-IR, ¹H NMR, ¹³C NMR, 2D NMR, DEPT-135.

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