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Bis[(3-methoxycarbonyl-5-methyl pyrazol)-1-yl Thiocarbonyl] Disulfide

by
Abderrahman El Idrissi
,
Karim Tebbji
and
Smaail Radi
*
Laboratoire de chimie organique-Physique, Faculté des Sciences, Oujda, Morocco
*
Author to whom correspondence should be addressed.
Molecules 2001, 6(12), M234; https://doi.org/10.3390/M234
Submission received: 22 February 2001 / Accepted: 15 May 2001 / Published: 25 May 2001
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Molecules 06 m234 i001
This experiment is performed according to literature method [1,2,3,4]. 3(5)-Methoxycarbonyl-5(3)-pyrazole 1 (3.35 g, 0.024 mol) and triethylamine (6,65 g, 0.048 mol) in ethanol solution were cooled to 5°C under stirring, carbon disulfide (3,65 g, 0.048 mol) was added to the solution. After 1 hour of stirring, solid iodine (2,8 g, 0.022 mol) was added in portions and stirred until the colour disappeared completely. Then a methanolic solution of iodine was added dropwise until a faint colour persists. Excess of iodine was neutralized with Na2S2O3 solution. The product was extracted with diethyl ether, washed thrice with water, dried over Na2SO4, filtered, and diethylether was evaporated at room temperature to give liquid compound 2.
Yield: (90%).
1H-NMR(CDCl3) d (ppm): 2,30 (s, 6H, CH3); 4,86 (s, 6H, CO2CH3); 6,53 (s, 2H, Hpy).
13C-NMR(CDCl3) d (ppm): 166 (CO2), 126 (C3), 52 (O-CH3)
IR (KBr , cm-1) : 3200 (-S-S-); 1720 (C=O); 1240 (C=S), 166 (CO2), 126 (C3), 52 (O-CH3).
MS (m/z): 430 [M]+.
U.V.: lmax = 290 nm (-C=S).

References

  1. Jones, R.G.; Hanret, M.J.; Lauglin, K.M. J. Org. Chem. 1954, 19, 1428. [CrossRef]
  2. Haque, S.A.; Clouet, G. Makromol. Chem. Phys. 1994, 195, 315–327. [CrossRef]
  3. Reiser, A. Photoreactive Polymer. The Science and Technology of Resist; Wiley: New York, 1986; p. 26. [Google Scholar]
  4. El Idrissi, A.; Tebbji, K.; Radi, S. Molecules 2001, 6, M232. [CrossRef]
Sample Availability: Available from the authors and from MDPI.

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MDPI and ACS Style

El Idrissi, A.; Tebbji, K.; Radi, S. Bis[(3-methoxycarbonyl-5-methyl pyrazol)-1-yl Thiocarbonyl] Disulfide. Molecules 2001, 6, M234. https://doi.org/10.3390/M234

AMA Style

El Idrissi A, Tebbji K, Radi S. Bis[(3-methoxycarbonyl-5-methyl pyrazol)-1-yl Thiocarbonyl] Disulfide. Molecules. 2001; 6(12):M234. https://doi.org/10.3390/M234

Chicago/Turabian Style

El Idrissi, Abderrahman, Karim Tebbji, and Smaail Radi. 2001. "Bis[(3-methoxycarbonyl-5-methyl pyrazol)-1-yl Thiocarbonyl] Disulfide" Molecules 6, no. 12: M234. https://doi.org/10.3390/M234

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