An Efficient Three Component One-Pot Synthesis of 5-Amino-7-aryl-7,8-dihydro-[1,2,4] triazolo[4,3-a]-pyrimidine-6-carbonitriles

doi:10.3390/molecules17021860

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Molecules 2012, 17(2), 1860-1869; doi:10.3390/molecules17021860

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An Efficient Three Component One-Pot Synthesis of 5-Amino-7-aryl-7,8-dihydro-[1,2,4] triazolo[4,3-a]-pyrimidine-6-carbonitriles

Keyume Ablajan* , Wetengul Kamil, Anagu Tuoheti and Sun Wan-Fu

College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046, China

* Author to whom correspondence should be addressed.

Received: 11 January 2012; in revised form: 30 January 2012 / Accepted: 30 January 2012 / Published: 14 February 2012

(This article belongs to the Section Organic Synthesis)

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Abstract: A series of novel 5-amino-7-aryl-7,8-dihydro-[1,2,4] triazolo[4,3-a]-pyrimidine-6-carbonitriles were synthesized by a one-pot reaction of 3-amino-1,2,4-triazole, malononitrile and aryl aldehydes in the presence of 20 mol% NaOH in ethanol under heating or ultrasonic irradiation. The structures of the target compounds were confirmed by inspection of their ¹H- NMR, ¹³C-NMR, IR and MS spectra. The advantages of this method are short reaction times, good yields, high selectivity and operational simplicity.

Keywords: 1,2,4-triazolo[4,3-a]pyrimidine; three component reactions; one-pot synthesis; ultrasound irradiation

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MDPI and ACS Style

Ablajan, K.; Kamil, W.; Tuoheti, A.; Wan-Fu, S. An Efficient Three Component One-Pot Synthesis of 5-Amino-7-aryl-7,8-dihydro-[1,2,4] triazolo[4,3-a]-pyrimidine-6-carbonitriles. Molecules 2012, 17, 1860-1869.

AMA Style

Ablajan K, Kamil W, Tuoheti A, Wan-Fu S. An Efficient Three Component One-Pot Synthesis of 5-Amino-7-aryl-7,8-dihydro-[1,2,4] triazolo[4,3-a]-pyrimidine-6-carbonitriles. Molecules. 2012; 17(2):1860-1869.

Chicago/Turabian Style

Ablajan, Keyume; Kamil, Wetengul; Tuoheti, Anagu; Wan-Fu, Sun. 2012. "An Efficient Three Component One-Pot Synthesis of 5-Amino-7-aryl-7,8-dihydro-[1,2,4] triazolo[4,3-a]-pyrimidine-6-carbonitriles." Molecules 17, no. 2: 1860-1869.

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