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.

نویسندگان

  • Keyume Ablajan
  • Wetengul Kamil
  • Anagu Tuoheti
  • Sun Wan-Fu
چکیده

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 (1)H- NMR, (13)C-NMR, IR and MS spectra. The advantages of this method are short reaction times, good yields, high selectivity and operational simplicity.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Synthesis and evaluation of analgesic, anti-inflammatory and ulcerogenic activities of some triazolo- and 2-pyrazolyl-pyrido[2,3-d]-pyrimidines.

New series of 2-hydrazino-7,8-dihydro-6H-cyclopenta[5,6] pyrido[2,3-d]pyrimidines and its 1,7,8,9-tetrahydrocyclopenta[5,6]pyrido[2,3-d][1,2,4]triazolo[4,3-a]pyrimidine, 1,7,8,9-tetrahydrocyclopenta[5,6]pyrido[2,3-d][1,2,3,4]tetrazolo[4,5-a]pyrimidine, 8,9-dihydro-7H-cyclopenta[5,6]pyrido[2,3-d]imidazolo[1,2-a]pyrimidine, 2-(pyrazol-1-yl)-7,8-dihydro-6H-cyclopenta[5,6]pyrido[2,3-d]pyrimidine de...

متن کامل

A new facile route to synthesize thieno[3,2-e][1,2,4]triazolo[4,3-c]pyrimidine derivatives

A new facile route for synthesis of 3- (aryl) -8, 9- di (alkyl) thieno [3,2-e] [1,2,4] triazolo pyrimidines derivative from the same starting material, 2- amino - 4,5 -di (alkyl) thiophene-3- carboxamide, has been developed through heterocyclization of the corresponding arylidene-hydrazino -5,6 -di (alkyl) thieno [2,3-d] pyrimidine under refluxing condition with acetic anhydride followed by air...

متن کامل

1 , 2 , 4 - triazolo [ 4 , 3 - a ] pyrimidines : a new kind of ligands . Structure of the silver ( I ) dimer with the 7 - oxo derivative

This paper describes the silver dinuclear complex [Ag2L2(NO3)2] Æ 2H2O, where L represents the bridging ligand 7,8-dihydro-7oxo-1,2,4-triazolo[4,3-a]pyrimidine, this being the first example of a coordination compound of a 1,2,4-triazolo[4,3-a]pyrimidine derivative. As a difference with the most studied 1,2,4-triazolo[1,5-a]pyrimidine derivatives, the coordination takes place through the contigu...

متن کامل

Pd/C-catalyzed, copper-free Sonogashira coupling: one-pot synthesis of 1-aryl-4-(2-phenylethynyl)[1,2,4]triazolo[4,3-a]quinoxalines in water

ABSTRACT Copper-free, Pd/C-catalyzed, one-pot reaction of 2,3-dichloroquinoxaline with hydrazine hydrate, bromine, phenylacetylene, and a variety of aldehydes provides an efficient and direct method for the preparation of 1-aryl-4-(2-phenylethynyl)[1,2,4]triazolo[4,3-a]quinoxalines in water at 70 °C. This methodology involves the use of inexpensive reagents or catalysts, and thus permits a new ...

متن کامل

A Facile One-pot Synthesis and Antimicrobial Activity of Pyrido [2,3-d][1,2,4]triazolo[4,3-a]pyrimidin-5-ones.

A series of pyrido[2,3-d][1,2,4]triazolo[4,3-a]pyrimidin-5-ones (8) has been synthesised via reaction of 5-substituted-2-thioxo-2,3-dihydro-1H-pyrido[2,3-d]pyrimidin-4-one (3) or its methylthio derivative 4 with hydrazonoyl chlorides 5. Alternative syntheses of products 8 were carried out either by reaction of enaminone 1 with 7-amino-1,3-disubstituted[1,2,4]triazolo[4,3-a]pyrimidin-5-one (10) ...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:
  • Molecules

دوره 17 2  شماره 

صفحات  -

تاریخ انتشار 2012