메뉴 건너뛰기




Volumn 50, Issue 21, 2009, Pages 2577-2579

N-Alkylation of 4-nitro-1,2,3-triazole revisited. Detection and characterization of the N3-ethylation product, 1-ethyl-5-nitro-1,2,3-triazole

Author keywords

4 Nitro 1,2,3 triazole; Alkylation; Copper(II) complex; X ray analysis

Indexed keywords

1 ETHYL 5 NITRO 1,2,3 TRIAZOLE; 4 NITRO 1,2,3 TRIAZOLE; BROMIDE; CUPRIC ION; TRIAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 63749114579     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.03.076     Document Type: Article
Times cited : (23)

References (25)
  • 11
    • 63749108267 scopus 로고    scopus 로고
    • note
    • Ethyl bromide (21.8 g, 0.2 mol) was added with stirring to a suspension of salt 5 (13.6 g, 0.1 mol) in ethanol (115 mL) at 40 °C. The reaction mixture was heated gradually to 80 °C and stirred for 10 h at this temperature. After cooling to room temperature, the resulting precipitate was filtered off and the filtrate was evaporated under vacuum. The residue was dissolved in dichloromethane. The resulting solution was washed with 3% aqueous sodium bicarbonate solution, water, and dried over anhydrous magnesium sulfate. The solvent was evaporated under vacuum giving a crude mixture of triazoles 6-8 (12.4 g, 87%). Vacuum distillation afforded a mixture of isomers 7 and 8 (bp 112-118 °C/18-20 mm Hg, 6.9 g, 49%). Triazole 6 (5.1 g, 36%) was isolated by recrystallization of the distillation residue from ethanol. Mp 78.5-79 °C.
  • 12
    • 84943402961 scopus 로고
    • Katritzky A.R., and Rees C.W. (Eds), Pergamon, Oxford
    • Wamhoff H. In: Katritzky A.R., and Rees C.W. (Eds). Comprehensive Heterocyclic Chemistry Vol. 5 (1984), Pergamon, Oxford 669-732
    • (1984) Comprehensive Heterocyclic Chemistry , vol.5 , pp. 669-732
    • Wamhoff, H.1
  • 15
    • 63749103162 scopus 로고    scopus 로고
    • note
    • 2 (0 ppm) as internal standard.
  • 16
    • 63749087207 scopus 로고    scopus 로고
    • note
    • 4, where L = 1-ethyl-5-nitro-1,2,3-triazole 8 (49 mg, 0.05 mmol). Decomposition temperature = 214 °C (10 °C/min, nitrogen atmosphere).
  • 19
    • 63749126908 scopus 로고    scopus 로고
    • note
    • int = 0.0473). R1 = 0.0598 for 5368 reflections with I > 2σ(I), wR2 = 0.1775 for all data. CCDC reference number 703180.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.