Molbank 2005, M425

http://www.mdpi.net/molbank/

Synthesis of methyl N'-[1-(4-hydroxybutyl)-3-(trifluoromethyl)-1H-1,2,4-triazol-5-yl]-N-phenylimidothiocarbamate

Abdelfattah Haikal^* and Hussein F. Zohdi

Department of Chemistry, Faculty of Science,

United Arab Emirates University, P.O.Box 17551 Al-Ain, UAE

e-mail: [email protected] and [email protected]

Received: 17 May 2004 / Accepted: 21 May 2004 / Published: 1 August 2005

Keywords: Synthesis, triazol, trifluoromethyl

The desired compound 2 was obtained by complete deacetylation of compound 1 [1] using triethylamine [2]. To a solution of 1 (0.623g, 1.5 mmol) in methanol (15 ml) was added triethylamine (2 ml). The mixture was stirred at room temperature and the reaction was followed by TLC. After complete deacetylation (24 hours), the reaction mixture was evaporated and coevaporated with methanol (3x30 ml) under reduced pressure, then chromatographed over silica gel using CH₂Cl₂/MeOH (98:2 v/v) to give compound 2 as white powder crystallized from n-Hexane/ Ethylacetate.

Melting point: 113-114 ºC.

Elemental Analysis: Calculated for C₁₅H₁₈F₃N₅SO: C, 48.26%; H, 4.83%; N, 18.77%. Found: C, 48.35%; H, 4.98%; N, 18.75%.

UV (EtOH, λ_max): 277nm

IR (KBr, cm^-1): 3448 (OH group)

MS (m/z): 374 (M⁺¹)

¹H-NMR (250 MHz, DMSO): δ= 1.7(m,2H,HOCH₂CH₂); 2.1(m,2H, CH₂CH₂-N); 2.1 (s,3H,SCH₃); 3.7(t,2H,OCH₂ ); 4.3 (m,2H,NCH₂); 4.8(m,1H.OH, D₂O exchangeable); 7.6-7.8 (m,5H, aromatic).

References

1. Haikal, A.; Zohdi, H.; submitted to Molbank 2003.

2. Zohdi, H.; Haikal, a.; Molecules 2001, 6, M263.

Sample Availability: Available from MDPI.

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