메뉴 건너뛰기




Volumn 12, Issue 2, 2008, Pages 85-91

Diammonium hydrogen phosphate as a versatile and efficient catalyst for the one-pot synthesis of pyrano[2,3-d]pyrimidinone derivatives in aqueous media

Author keywords

Aqueous media; Diammonium hydrogen phosphate (DAHP); Domino Knoevenagel Michael addition; Multicomponent reaction (MCR); Pyrano 2, 3 d pyrimidinone

Indexed keywords

7 AMINO 6 CYANO 5 (2,3 DICHLOROPHENYL) 4 OXO 2 THIOXO 5H PYRANO[2,3 D]PYRIMIDINONE; 7 AMINO 6 CYANO 5 (2,3 DICHLOROPHENYL) 5H PYRANO[2,3 D]PYRIMIDINONE; 7 AMINO 6 CYANO 5 (2,4 DICHLOROPHENYL) 4 OXO 2 THIOXO 5H PYRANO[2,3 D]PYRIMIDINONE; 7 AMINO 6 CYANO 5 (2,4 DICHLOROPHENYL) 5H PYRANO[2,3 D]PYRIMIDINONE; 7 AMINO 6 CYANO 5 (3 CHLOROPHENYL) 4 OXO 2 THIOXO 5H PYRANO[2,3 D]PYRIMIDINONE; 7 AMINO 6 CYANO 5 (3 CHLOROPHENYL) 5H PYRANO[2,3 D]PYRIMIDINONE; 7 AMINO 6 CYANO 5 (3 HYDROXYPHENYL) 5H PYRANO[2,3 D]PYRIMIDINONE; 7 AMINO 6 CYANO 5 (3 NITROPHENYL) 4 OXO 2 THIOXO 5H PYRANO[2,3 D]PYRIMIDINONE; 7 AMINO 6 CYANO 5 (3 NITROPHENYL) 5H PYRANO[2,3 D]PYRIBREAMIDINONE; 7 AMINO 6 CYANO 5 (4 BROMOPHENYL) 4 OXO 2 THIOXO 5H PYRANO[2,3 D]PYRIMIDINONE; 7 AMINO 6 CYANO 5 (4 BROMOPHENYL) 5H PYRANO[2,3 D]PYRIMIDINONE; 7 AMINO 6 CYANO 5 (4 CYANOPHENYL) 5H PYRANO[2,3 D]PYRIMIDINONE; 7 AMINO 6 CYANO 5 (4 NITROPHENYL) 4 OXO 2 THIOXO 5H PYRANO[2,3 D]PYRIMIDINONE; 7 AMINO 6 CYANO 5 (4 NITROPHENYL) 5H PYRANO[2,3 D]PYRIMIDINONE; 7 AMINO 6 CYANO 5 (4 TRIFLUOROMETHYL) 4 OXO 2 THIOXO 5H PYRANO[2,3 D]PYRIMIDINONE; 7 AMINO 6 CYANO 5 (4 TRIFLUOROMETHYL) 5H PYRANO[2,3 D]PYRIMIDINONE; ALCOHOL; ALDEHYDE; BARBITURIC ACID; DIAMMONIUM PHOSPHATE; MALONONITRILE; PHOSPHATE; PYRIMIDINONE DERIVATIVE; THIOBARBITURIC ACID; UNCLASSIFIED DRUG;

EID: 50849139874     PISSN: 13811991     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11030-008-9079-7     Document Type: Article
Times cited : (117)

References (27)
  • 2
    • 33748233977 scopus 로고
    • Reactions in supercritical carbon dioxide
    • G Kaupp 1994 Reactions in supercritical carbon dioxide Angew Chem Int Ed Engl 33 1452 1455
    • (1994) Angew Chem Int Ed Engl , vol.33 , pp. 1452-1455
    • Kaupp, G.1
  • 3
    • 0032538787 scopus 로고    scopus 로고
    • Solvent-free organic syntheses
    • Metzger JO (1998) Solvent-free organic syntheses. Angew Chem Int Ed Engl 37:2975-2978;
    • (1998) Angew Chem Int Ed Engl , vol.37 , pp. 2975-2978
    • Metzger, J.O.1
  • 4
    • 84890664985 scopus 로고    scopus 로고
    • Tanaka K (ed) Wiley-VCH, Weinheim
    • Tanaka K (ed) (2003) Solvent-free organic synthesis. Wiley-VCH, Weinheim
    • (2003) Solvent-free Organic Synthesis
  • 6
    • 0000677232 scopus 로고
    • Organic reactions in aqueous media-with a focus on carbon-carbon bond formation
    • Li CJ (1993) Organic reactions in aqueous media-with a focus on carbon-carbon bond formation. Chem Rev 93:2023-2035;
    • (1993) Chem Rev , vol.93 , pp. 2023-2035
    • Li, C.J.1
  • 7
    • 24044470646 scopus 로고    scopus 로고
    • Organic reactions in aqueous media with a focus on carbon-carbon bond formations: A decade update
    • Li CJ (2005) Organic reactions in aqueous media with a focus on carbon-carbon bond formations: a decade update. Chem Rev 105:3095-3166;
    • (2005) Chem Rev , vol.105 , pp. 3095-3166
    • Li, C.J.1
  • 8
    • 34447097175 scopus 로고    scopus 로고
    • Microwave-assisted synthesis in water as solvent
    • Dallinger D, Kappe CO (2007) Microwave-assisted synthesis in water as solvent. Chem Rev 107:2563-2591
    • (2007) Chem Rev , vol.107 , pp. 2563-2591
    • Dallinger, D.1    Kappe, C.O.2
  • 9
    • 0004135137 scopus 로고
    • Fenn D (ed) Wiley, New York
    • Fenn D (ed) (1994) The pyrimidines. Wiley, New York;
    • (1994) The Pyrimidines
  • 10
    • 0027248862 scopus 로고
    • Positive inotropic activity of 5-amino-6-cyano-1,3-dimethyl-1,2,3,4- tetrahydropyrido[2,3-d]pyrim idine-2,4-dione in cardiac muscle from guinea-pig and man. Part 6: Compounds with positive inotropic activity
    • Heber D, Heers C, Ravens U (1993) Positive inotropic activity of 5-amino-6-cyano-1,3-dimethyl-1,2,3,4-tetrahydropyrido[2,3-d]pyrim idine-2,4-dione in cardiac muscle from guinea-pig and man. Part 6: compounds with positive inotropic activity. Pharmazie 48:537-541
    • (1993) Pharmazie , vol.48 , pp. 537-541
    • Heber, D.1    Heers, C.2    Ravens, U.3
  • 11
    • 0018874182 scopus 로고
    • Synthesis and antitumor activity of 2,4-diamino-6-(2,5-dimethoxybenzyl)- 5-methylpyrido[2,3-d]pyrimidine
    • Griva EM, Lee S, Siyal CW, Duch DS, Nichol CA (1980) Synthesis and antitumor activity of 2,4-diamino-6-(2,5-dimethoxybenzyl)-5-methylpyrido[2,3-d] pyrimidine. J Med Chem 23:327-329;
    • (1980) J Med Chem , vol.23 , pp. 327-329
    • Griva, E.M.1    Lee, S.2    Siyal, C.W.3    Duch, D.S.4    Nichol, C.A.5
  • 12
    • 0017296451 scopus 로고
    • Synthetic studies leading to various oxopyrido[2,3-d] pyrimidines
    • Anderson GL, Shim JL, Broom AD (1976) Synthetic studies leading to various oxopyrido[2,3-d] pyrimidines. J Org Chem 41:1095-1099
    • (1976) J Org Chem , vol.41 , pp. 1095-1099
    • Anderson, G.L.1    Shim, J.L.2    Broom, A.D.3
  • 13
    • 0032223331 scopus 로고    scopus 로고
    • Synthesis and antibacterial properties of new dithienyl contaning pyran, pyrano[2,3-b]pyridine, pyrano[2,3-d]pyrimidine and pyridine derivatives
    • MM Ghorab AY Hassan 1998 Synthesis and antibacterial properties of new dithienyl contaning pyran, pyrano[2,3-b]pyridine, pyrano[2,3-d]pyrimidine and pyridine derivatives Phosphorus Sulfur Silicon Relat Elem 141 251 261
    • (1998) Phosphorus Sulfur Silicon Relat Elem , vol.141 , pp. 251-261
    • Ghorab, M.M.1    Hassan, A.Y.2
  • 14
    • 50849130613 scopus 로고    scopus 로고
    • (1994) Pyrido[2, 3-d]pyrimidines and their use as endothelin antagonists. Eur Patent 608565
    • Furuya S, Ohtaki T (1994) Pyrido[2, 3-d]pyrimidines and their use as endothelin antagonists. Eur Patent 608565
    • Furuya, S.1    Ohtaki, T.2
  • 15
    • 50849129955 scopus 로고    scopus 로고
    • (1990) Preparation of pyrimidopyrimidine derivatives useful as bronchodilators, vasodilators, antiallergic. Eur Patant 351058
    • Coates WJ (1990) Preparation of pyrimidopyrimidine derivatives useful as bronchodilators, vasodilators, antiallergic. Eur Patant 351058
    • Coates, W.J.1
  • 16
    • 50849101461 scopus 로고    scopus 로고
    • (1984) Pyrimidopyrimidinedione derivatives and their use antiallergic agent. Eur Patant 163599
    • Kitamura N, Onishi A (1984) Pyrimidopyrimidinedione derivatives and their use antiallergic agent. Eur Patant 163599
    • Kitamura, N.1    Onishi, A.2
  • 17
    • 0015380521 scopus 로고
    • Antimalarial and antimetabolite effects of 2,4-diamino-6-[(benzyl)amino] pyrido[2,3-d]pyrimidines
    • J Davoll J Clarke EF Elslager 1972 Antimalarial and antimetabolite effects of 2,4-diamino-6-[(benzyl)amino]pyrido[2,3-d]pyrimidines J Med Chem 15 837 839
    • (1972) J Med Chem , vol.15 , pp. 837-839
    • Davoll, J.1    Clarke, J.2    Elslager, E.F.3
  • 18
    • 50849085500 scopus 로고    scopus 로고
    • (1982) Herbicidal sulfonamides. US Patant 4339267
    • Levitt G (1982) Herbicidal sulfonamides. US Patant 4339267
    • Levitt, G.1
  • 19
    • 1842481396 scopus 로고    scopus 로고
    • Effective synthesis of 7-amino-6-cyano-5-aryl-5H-pyrano [2,3-d]pyrimidine-2,4(1H,3H)-diones under microwave irradiation
    • Y Gao SJ Tu T Li X Zhang S Zhu F Fang D Shi 2004 Effective synthesis of 7-amino-6-cyano-5-aryl-5H-pyrano [2,3-d]pyrimidine-2,4(1H,3H)-diones under microwave irradiation Synth Commun 34 1295 1299
    • (2004) Synth Commun , vol.34 , pp. 1295-1299
    • Gao, Y.1    Tu, S.J.2    Li, T.3    Zhang, X.4    Zhu, S.5    Fang, F.6    Shi, D.7
  • 20
    • 0141957353 scopus 로고    scopus 로고
    • A novel three-component one-pot synthesis of pyrano[2,3-d]pyrimidines and pyrido[2,3-d]pyrimidines using microwave heating in the solid state
    • I Devi BSD Kumar PJ Bhuyan 2003 A novel three-component one-pot synthesis of pyrano[2,3-d]pyrimidines and pyrido[2,3-d]pyrimidines using microwave heating in the solid state Tetrahedron Lett 44 8307 8310
    • (2003) Tetrahedron Lett , vol.44 , pp. 8307-8310
    • Devi, I.1    Kumar, B.S.D.2    Bhuyan, P.J.3
  • 22
    • 33748470246 scopus 로고    scopus 로고
    • Diammonium hydrogen phosphate: A versatile and inexpensive reagent for one-pot synthesis of dihydropyrimidinones, quinazolinones and azalactones under solvent-free conditions
    • P Salehi M Dabiri AR Khosropour P Roozbehniya 2006 Diammonium hydrogen phosphate: a versatile and inexpensive reagent for one-pot synthesis of dihydropyrimidinones, quinazolinones and azalactones under solvent-free conditions J Iran Chem Soc 3 98 104
    • (2006) J Iran Chem Soc , vol.3 , pp. 98-104
    • Salehi, P.1    Dabiri, M.2    Khosropour, A.R.3    Roozbehniya, P.4
  • 23
    • 33748473801 scopus 로고    scopus 로고
    • Novel, efficient, and green procedure for the knoevenagel condensation catalyzed by diammonium hydrogen phosphate in water
    • S Balalaie M Bararjanian S Hekmat P Salehi 2006 Novel, efficient, and green procedure for the knoevenagel condensation catalyzed by diammonium hydrogen phosphate in water Synth Commun 36 2549 2557
    • (2006) Synth Commun , vol.36 , pp. 2549-2557
    • Balalaie, S.1    Bararjanian, M.2    Hekmat, S.3    Salehi, P.4
  • 24
    • 34147111658 scopus 로고    scopus 로고
    • Diammonium hydrogen phosphate as a neutral and efficient catalysts for synthesis of 1,8-dioxo-actahydroxanthene derivatives in aqueous media
    • F Darviche S Balalaie F Chadegani 2007 Diammonium hydrogen phosphate as a neutral and efficient catalysts for synthesis of 1,8-dioxo-actahydroxanthene derivatives in aqueous media Synth Commun 37 1059 1067
    • (2007) Synth Commun , vol.37 , pp. 1059-1067
    • Darviche, F.1    Balalaie, S.2    Chadegani, F.3
  • 25
    • 34147116603 scopus 로고    scopus 로고
    • Diammonium hydrogen phosphate; An efficient and versatile catalyst for one-pot synthesis of tetrahydrobenzo[b]pyran derivatives in aqueous media
    • S Balalaie M Bararjanian M Sheikh-Ahmadi S Hekmat P Salehi 2007 Diammonium hydrogen phosphate; an efficient and versatile catalyst for one-pot synthesis of tetrahydrobenzo[b]pyran derivatives in aqueous media Synth Commun 37 1097 1108
    • (2007) Synth Commun , vol.37 , pp. 1097-1108
    • Balalaie, S.1    Bararjanian, M.2    Sheikh-Ahmadi, M.3    Hekmat, S.4    Salehi, P.5
  • 26
    • 34047202588 scopus 로고    scopus 로고
    • Novel and efficient catalysts for the one-pot synthesis of 3,4-dihydropyrano[c]chromene derivatives in aqueous media
    • S Abdolmohammadi S Balalaie 2007 Novel and efficient catalysts for the one-pot synthesis of 3,4-dihydropyrano[c]chromene derivatives in aqueous media Tetrahedron Lett 48 3299 3303
    • (2007) Tetrahedron Lett , vol.48 , pp. 3299-3303
    • Abdolmohammadi, S.1    Balalaie, S.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.