메뉴 건너뛰기




Volumn 41, Issue 11, 2000, Pages 1757-1761

Efficient and regioselective 4-amino-de-chlorination of 2,4,6- trichloropyrimidine with N-sodium carbamates

Author keywords

Amination; Carbamates; Pyrimidines; Regioselection

Indexed keywords

CARBAMIC ACID DERIVATIVE; PYRIMIDINE DERIVATIVE;

EID: 0034635799     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00048-4     Document Type: Article
Times cited : (16)

References (23)
  • 5
    • 0030956592 scopus 로고    scopus 로고
    • (e)
    • (e) Drugs Fut. 1997, 22, 208-210.
    • (1997) (E) Drugs Fut. , vol.22 , pp. 208-210
  • 9
    • 0003000662 scopus 로고
    • (a) and references cited therein. Interestingly, the reaction of 2,4,6-trichloropyrimidine with guanidine has been reported to produce regioselectively 2-guanidino-4,6-dichloropyrimidine
    • (a) Vorbruggen, H. Adv. Heterocycl. Chem. 1990, 49, 117-192 and references cited therein. Interestingly, the reaction of 2,4,6-trichloropyrimidine with guanidine has been reported to produce regioselectively 2-guanidino-4,6-dichloropyrimidine:
    • (1990) Adv. Heterocycl. Chem. , vol.49 , pp. 117-192
    • Vorbruggen, H.1
  • 11
    • 21844497570 scopus 로고
    • (c) and references cited therein
    • (c) Zawadzki, H.; Penkowski, M. Polish J. Chem. 1995, 69, 1409-1416 and references cited therein.
    • (1995) Polish J. Chem. , vol.69 , pp. 1409-1416
    • Zawadzki, H.1    Penkowski, M.2
  • 12
    • 84945096445 scopus 로고
    • (a)
    • (a) Gabriel, S. Chem. Ber. 1901, 34, 3362-3366.
    • (1901) Chem. Ber. , vol.34 , pp. 3362-3366
    • Gabriel, S.1
  • 13
    • 84943952094 scopus 로고
    • (b)
    • (b) Büttner, E. Chem. Ber. 1903, 36, 2227-2235.
    • (1903) Chem. Ber. , vol.36 , pp. 2227-2235
    • Büttner, E.1
  • 16
    • 0021746725 scopus 로고
    • For further examples of amino-de-chlorinations of 2,4,6-pyrimidine see the references cited in Ref. 6. See also:
    • For further examples of amino-de-chlorinations of 2,4,6-pyrimidine see the references cited in Ref. 6. See also: (a) D'Atri, G.; Gomarasca, P.; Resnati, G.; Tronconi, G.; Scolastico, C.; Sirtori, C. R. J. Med. Chem. 1984, 27, 1621-1629.
    • (1984) J. Med. Chem. , vol.27 , pp. 1621-1629
    • D'Atri, G.1    Gomarasca, P.2    Resnati, G.3    Tronconi, G.4    Scolastico, C.5    Sirtori, C.R.6
  • 20
    • 0343387729 scopus 로고    scopus 로고
    • 13C NMR, FT IR and mass spectrometry.
    • 13C NMR, FT IR and mass spectrometry.
  • 21
    • 0342952265 scopus 로고    scopus 로고
    • The proton H-5 of 4-alkoxycarbonylamino-2,6-dichloropyrimidines 4 resonates at extraordinarily low fields (δ 7.8-8.3). This could be explained by an intramolecular C-H···O=C-N hydrogen bonding, which is confirmed by preliminary X-ray diffraction experiments.
    • The proton H-5 of 4-alkoxycarbonylamino-2,6-dichloropyrimidines 4 resonates at extraordinarily low fields (δ 7.8-8.3). This could be explained by an intramolecular C-H···O=C-N hydrogen bonding, which is confirmed by preliminary X-ray diffraction experiments.
  • 22
    • 0343387728 scopus 로고    scopus 로고
    • 3)=-77.8.
    • 3)=-77.8.
  • 23
    • 0027394635 scopus 로고    scopus 로고
    • NAr reaction of N-metalated phtalimide with an activated aromatic chloride: Zhao, W.-Y.; Liu, Y.; Huang, Z.-T. Synth. Commun. 1993, 23, 591-599.
    • NAr reaction of N-metalated phtalimide with an activated aromatic chloride: Zhao, W.-Y.; Liu, Y.; Huang, Z.-T. Synth. Commun. 1993, 23, 591-599.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.