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Volumn 45, Issue 12, 2004, Pages 2677-2679

An efficient synthesis of 5-aminoimidazol-2-ones via cyclization reactions of 12-aminoacetonitriles and isocyanates

Author keywords

Cyclization; Imidazole; Isocyanate

Indexed keywords

AMINOACETONITRILE; FUNCTIONAL GROUP; IMIDAZOLE DERIVATIVE; ISOCYANIC ACID DERIVATIVE; PURINE;

EID: 1542302394     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.01.088     Document Type: Article
Times cited : (10)

References (23)
  • 5
    • 0042836591 scopus 로고    scopus 로고
    • While we were preparing this manuscript Belai published a similar approach as described here to synthesize hydantoins:
    • While we were preparing this manuscript Belai published a similar approach as described here to synthesize hydantoins: Belai I. Tetrahedron Lett. 44:2003;7475-7477.
    • (2003) Tetrahedron Lett. , vol.44 , pp. 7475-7477
    • Belai, I.1
  • 6
    • 0030981653 scopus 로고    scopus 로고
    • For alternative synthesis of 5-amino-imidazole-2-ones:
    • For alternative synthesis of 5-amino-imidazole-2-ones: Mekonnen B., Crank G. Tetrahedron. 53:1997;6959-6970.
    • (1997) Tetrahedron , vol.53 , pp. 6959-6970
    • Mekonnen, B.1    Crank, G.2
  • 13
    • 1542347324 scopus 로고    scopus 로고
    • For a review of purine synthesis. Lister J.H. New York: John Wiley & Sons
    • For a review of purine synthesis Lister J.H. The Purines. Vol. 54 (Suppl. I):1996;21-60 John Wiley & Sons, New York.
    • (1996) The Purines , vol.541 , Issue.1 SUPPL. , pp. 21-60
  • 17
    • 0038102449 scopus 로고    scopus 로고
    • For IDA reactions between 2-aminoimidazoles and 1,2,4-triazines: and references cited therein
    • For IDA reactions between 2-aminoimidazoles and 1,2,4-triazines: Lahue B.R., Wan Z.-K., Snyder J.K. J. Org. Chem. 68:2003;4345-4354. and references cited therein.
    • (2003) J. Org. Chem. , vol.68 , pp. 4345-4354
    • Lahue, B.R.1    Wan, Z.-K.2    Snyder, J.K.3
  • 18
    • 0000181175 scopus 로고
    • For IDA reactions of imidazoles and 1,2,4,5-tetrazines: and references cited therein
    • For IDA reactions of imidazoles and 1,2,4,5-tetrazines: Seitz G., Hoferichter R., Mohr R. Arch. Pharm. (Weinheim). 322:1989;415-417. and references cited therein.
    • (1989) Arch. Pharm. (Weinheim) , vol.322 , pp. 415-417
    • Seitz, G.1    Hoferichter, R.2    Mohr, R.3
  • 19
    • 0030462086 scopus 로고    scopus 로고
    • Other examples of cycloaddition reactions involving imidazoles: and references cited therein
    • Other examples of cycloaddition reactions involving imidazoles: Xu Y.-Z., Yakushijin K., Horne D.A. J. Org. Chem. 61:1996;9569-9571. and references cited therein.
    • (1996) J. Org. Chem. , vol.61 , pp. 9569-9571
    • Xu, Y.-Z.1    Yakushijin, K.2    Horne, D.A.3
  • 20
    • 1542377068 scopus 로고    scopus 로고
    • note
    • 2-Phenylglycinonitrile ( 1a ) was obtained by free-basing its corresponding hydrogen chloride salt: A solution of 1a hydrogen chloride salt in methylenechloride was treated with aqueous potassium carbonate (3 equiv) at room temperature for 2 h. Extraction with methylenechloride (3 times) and evaporation gave 1a as a brown solid.
  • 21
    • 1542347326 scopus 로고    scopus 로고
    • note
    • 3O: C, 71.70; H, 5.21; N, 16.72. Found: C, 71.63; H, 5.60; N, 16.83.
  • 23
    • 1542287027 scopus 로고    scopus 로고
    • note
    • 3: C, 58.29; H, 5.30; N, 16.99. Found: C, 58.22; H, 5.60; N, 17.17.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.