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Title: Green and efficient synthesis of 2-(4-oxo-3,4-dihydroquinazolin-2-yl)-2,3-dihydropthalazine-1,4-dione
Authors: Rafeeq, Md
Reddy, B Srinivasa
Reddy, Ch Venkata Ramana
Naidu, A
Dubey, P K
Keywords: 2-Hydrazinoquinazolin-4(3H)-one;Phthalic anhydride;Succinic anhydride;Maleic anhydride;Phthalazine;PEG-600
Issue Date: Mar-2015
Publisher: NISCAIR-CSIR, India
Abstract: 2-Hydrazinoquinazolin-3H-4-ones 1a,b were reacts with each of the anhydrides, phthalic anhydride 2a, succinic anhydride 2b and maleic anhydride 2c independently in PEG-600 at RT to yield 2-(2-(4-oxo-3,4-dihydroquinazolin-2-yl)hydrazine-ecarbonyl)benzoic acid 3a,b, 4-oxo-4-(2-(4-oxo-3,4-dihydroquinazolin-2-yl)hydrazinyl)butanoic acid 3c,d and 4-oxo-4-(2-(4-oxo-3,4-dihydroquinazolin-2-yl)hydrazinyl)but-2-enoic acid 3e,f, respectively. 3a,b, 3c,d, 3e,f have been transformed into 2-(4-oxo-3,4-dihydroquinazolin-2-yl)-2,3-dihydrophthalazine-1,4-dione 4a,b, 1-(4-oxo-3,4-dihydroquinazolin-2-yl)piperazine-3,6-dione 4c,d and 1-(4-oxo-3,4-dihydroquinazolin-2-yl)-1,2-dihydropyridazine-3,6-dione 4e,f, respectively by heating each in PEG-600 at 100 °C for 3-3.5 hr in high yields and in high purity, involving a dehydrative ring closure. The final compounds 4a-f have also been prepared alternatively by reacting 1 with 2 in PEG-600 at 100 °C for 3.5-4 hr.
Page(s): 412-417
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.54B(03) [March 2015]

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