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Volumn , Issue 3, 2006, Pages 375-378

A convenient synthesis of N1-substituted 3,4-dihydropyrimidin-2(1H)-ones by cyclocondensation of α-chlorobenzyl isocyanates with ethyl N-alkyl(aryl)-β-aminocrotonates

Author keywords

chloroalkyl isocyanates; aminocrotonic esters; Cyclocondensation; Dihydropyrimidones; Regioselectivity

Indexed keywords

ALKYL GROUP; CROTONIC ACID DERIVATIVE; ISOCYANIC ACID DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; PYRIMIDINE DERIVATIVE;

EID: 33344466917     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-926241     Document Type: Article
Times cited : (23)

References (45)
  • 1
    • 0027205552 scopus 로고
    • For reviews see: (a) Kappe, C. O. Tetrahedron 1993, 49, 6937.
    • (1993) Tetrahedron , vol.49 , pp. 6937
    • Kappe, C.O.1
  • 28
    • 0036428125 scopus 로고    scopus 로고
    • and references cited therein
    • See: Dallinger, D.; Kappe, C. O. Synlett 2002, 1901; and references cited therein.
    • (2002) Synlett , pp. 1901
    • Dallinger, D.1    Kappe, C.O.2
  • 38
    • 33344468232 scopus 로고    scopus 로고
    • note
    • 5 (1.1 mol, 2.2 equiv) in 500 mL of dry benzene was refluxed until no gas evolution observed (usually 3-4 h). The homogeneous solution was cooled, solvent and volatile substances were distilled off and the residue fractioned at reduced pressure.
  • 41
    • 33344478378 scopus 로고    scopus 로고
    • note
    • 2 was added dropwise. The reaction mixture was refluxed for 2 h, cooled and the solvent was evaporated. The crude product was treated with hot 70-80% aq EtOH, allowed to stand overnight at 9°C and then collected by filtration, washed with small amount of EtOH and dried in air.
  • 42
    • 33344458619 scopus 로고    scopus 로고
    • note
    • 2SO]: δ = 14.47, 16.50, 45.43, 52.44, 60.22, 103.65, 126.62, 127.35, 128.62, 128.85, 128.95, 132.47, 139.06, 143.38, 150.30, 153.34, 165.91.
  • 45
    • 33344455012 scopus 로고    scopus 로고
    • note
    • 2SO]: δ = 14.45, 30.46, 52.62, 61.05, 102.91, 122.35, 125.51, 126.14, 126.73, 127.92, 129.17, 129.63, 130.68, 131.11, 131.60, 135.04, 145.78, 150.24, 151.86, 165.17.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.