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Volume 2012
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Short Note

2-(2-Imino-1-methylimidazolidin-4-ylidene)hydrazinecarbothioamide

by
Ahmed A. Al-Amiery
1,2,*,
Abdul Amir H. Kadhum
1 and
Abu Bakar Mohamad
1
1
Chemical Engineering Faculty, University of Kabengassan Malaysia (UKM), Selangor, 43000, Malaysia
2
Applied Chemistry division, Applied Science Department, University of Technology (UOT), Baghdad, Iraq
*
Author to whom correspondence should be addressed.
Molbank 2012, 2012(3), M763; https://doi.org/10.3390/M763
Submission received: 21 May 2012 / Accepted: 19 June 2012 / Published: 3 July 2012
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Abstract

:
A new thiosemicarbazone, 1-methyl-2-imino-N-(methanethialdiamine)-yl-4-iminoimidazolidin was synthesized and its UV-VIS, IR, and NMR spectroscopic data and CHN analysis are presented.

Graphical Abstract

The chemistry of thiosemicarbazones has received considerable attention because of their variable bonding modes, promising biological implications, structural diversity, and ion-sensing ability [1,2]. They have been used as drugs and are reported to possess a wide variety of biological activities against bacteria, fungi, and certain type of tumors, and they are also a useful model for bioinorganic processes [3]. In continuation of previous studies [4,5,6,7,8,9,10,11,12,13,14], we have focused on synthesis of new heterocyclic compounds, and herein we are reporting the synthesis of 1-methyl-2-imino-N-(methanethialdiamine)-yl-4-iminoimidazolidin as new molecule (Scheme 1).

Experimental

Synthesis of 2-(2-Imino-1-methylimidazolidin-4-ylidene)hydrazinecarbothioamide

A mixture of 1-methyl-4-oxo-2-iminoimidazolidin (2.26 g, 0.02 mol) and thiosemicarbazide (1.82 g, 0.02 mol) in 100 mL of ethanol was refluxed for 3 h. The solvent was evaporated on a rotary evaporator. The title compound was washed with cold ethanol, and dried under vacuum over P4O10. Yield 70%, (light brown) [7].
Melting point: 153 °C.
UV-VIS in DMF 255 and 322 nm.
FT-IR spectroscopy; 3421 cm−1 (N-H stretching vibrations, NH2); 1631 cm−1 (C=N) and 1618 cm−1 (C=N).
1H-NMR (300 MHz, DMSO-d6): 1.80 (s, 1H, NH), 2.20 (s, 3H, CH3), 2.70 (s, 2H, CH2), 8.00 (s, 1H, NH), 9.10 (s, 1H, NH) and 10.90 (s, 1H, NH).
Elemental analysis: C, 32.25 (31.91); H, 5.41 (5.11); N, 45.13 (44.74).

Supplementary materials

Supplementary File 1Supplementary File 2Supplementary File 3

Acknowledgements

This study was supported by University of Technology, Baghdad, Iraq and Universiti Kebangsaan Malaysia under the DIP-2012-02 grant.

References

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Molbank 2012 m763 sch001 550
Scheme 1. Synthesis of 1-methyl-2-imino-N-(methanethialdiamine)-yl-4-iminoimidazolidin.
Scheme 1. Synthesis of 1-methyl-2-imino-N-(methanethialdiamine)-yl-4-iminoimidazolidin.
Molbank 2012 m763 sch001

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MDPI and ACS Style

Al-Amiery, A.A.; Kadhum, A.A.H.; Mohamad, A.B. 2-(2-Imino-1-methylimidazolidin-4-ylidene)hydrazinecarbothioamide. Molbank 2012, 2012, M763. https://doi.org/10.3390/M763

AMA Style

Al-Amiery AA, Kadhum AAH, Mohamad AB. 2-(2-Imino-1-methylimidazolidin-4-ylidene)hydrazinecarbothioamide. Molbank. 2012; 2012(3):M763. https://doi.org/10.3390/M763

Chicago/Turabian Style

Al-Amiery, Ahmed A., Abdul Amir H. Kadhum, and Abu Bakar Mohamad. 2012. "2-(2-Imino-1-methylimidazolidin-4-ylidene)hydrazinecarbothioamide" Molbank 2012, no. 3: M763. https://doi.org/10.3390/M763

APA Style

Al-Amiery, A. A., Kadhum, A. A. H., & Mohamad, A. B. (2012). 2-(2-Imino-1-methylimidazolidin-4-ylidene)hydrazinecarbothioamide. Molbank, 2012(3), M763. https://doi.org/10.3390/M763

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