Ethyl 3,5-Dimethyl-4-[(4-phenyl-1,3-thiazol-2-yl)carbamoyl]-1H-pyrrole-2-carboxylate.docVIP

Molbank 2010, M672; doi:10.3390/M672 OPEN ACCESS molbank ISSN 1422-8599 /journal/molbank Short Note Ethyl 3,5-Dimethyl-4-[(4-phenyl-1,3-thiazol-2-yl)carbamoyl]- 1H-pyrrole-2-carboxylate Akbar Idhayadhulla, Radhakrishnan Surendra Kumar and Abdul Jamal Abdul Nasser * P.G Research Department of Chemistry, Jamal Mohamed College, Tiruchirappalli-620020, Tamil Nadu, India * Author to whom correspondence should be addressed; E-Mail: jamal_abdulchem@. Received: 19 March 2010 / Accepted: 31 March 2010 / Published: 7 April 2010 Abstract: A new compound, ethyl 3,5-dimethyl-4-[(4-phenyl-1,3-thiazol-2-yl)carbamoyl]- 1H-pyrrole-2-carboxylate (3) was synthesized by the amination method. The synthesized compound (3) was characterized by IR, 1H-NMR, 13C-NMR, mass spectral data and elemental analysis. Keywords: diethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate; 4-phenyl-1,3-thiazol-2-amine; amination reaction 1. Introduction Thiazoles are an important class of natural and synthetic compounds. Thiazole derivatives display a wide range of biological activities such as anesthetic [1] and anti-inflammatory [2]. In view of their pharmaceutical applications, the synthesis of thiazoles is important. Here, the preparation and characterization of a new thiazole derivative is reported. 2. Results and Discussion The two educts, diethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate (1) and 4-phenyl-1,3-thiazol-2- amine (2) were synthesized according to previously reported methods [3–6]. The title compound, ethyl 3,5-dimethyl-4-[(4-phenyl-1,3-thiazol-2-yl)carbamoyl]-1H-pyrrole-2-carboxylate (3) was synthesized by an amination reaction [7,8]. The 1H-NMR spectrum of compound (1) showed a quartet at δ 4.20 and a triplet at δ 1.30, corresponding to -COOCH2CH3 and -COOCH2CH3protons in the 2- and 4-position of the pyrrole ring. The 1H-NMR spectrum (Figure 2) of compound (3) showed a singlet at δ 8.11, corresponding to the -CONH proton in the