메뉴 건너뛰기




Volumn 47, Issue 19, 2006, Pages 3221-3223

Eco-friendly reductive acetamidation of arylnitro compounds by thioacetate anion through in situ catalytic regeneration: application in the synthesis of Acetaminophen™

Author keywords

[No Author keywords available]

Indexed keywords

ANION; NITRO DERIVATIVE; PARACETAMOL; THIOACETIC ACID;

EID: 33645814873     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.03.057     Document Type: Article
Times cited : (7)

References (23)
  • 1
    • 33645799503 scopus 로고    scopus 로고
    • Bhattacharya, A. Abstracts of Papers, 229th National Meeting of the American Chemical Society, San Diego, CA, 2005, ORGN-478.
  • 4
    • 0002540317 scopus 로고
    • For traditional two-step synthesis of amides see:
    • For traditional two-step synthesis of amides see:. Nishimura S. Bull. Chem. Soc. Jpn. 34 (1961) 32
    • (1961) Bull. Chem. Soc. Jpn. , vol.34 , pp. 32
    • Nishimura, S.1
  • 15
    • 33645814896 scopus 로고    scopus 로고
    • The program was aimed at giving the BS/MS level students exposure to pharmaceutical process R&D in an academic setting. Chemical & Engineering News; Education Concentrate pp 41, July 23 issue, 2001.
  • 18
    • 33645805697 scopus 로고    scopus 로고
    • The formation of nitrosobenzene via an alternate pathway involving the nucleophilic attack of RS(-) on the oxygen of the nitro functionality cannot be ruled out.
  • 19
    • 33645804435 scopus 로고    scopus 로고
    • Average bond energy of C-S is 65 kcal/mol and C-C is 83 kcal/mol; Data obtained from Michigan State University-Organic homepage website (http://www.cem.msu.edu).
  • 20
    • 37049074725 scopus 로고
    • For analogous O- to C-acyl migration, see Baker-Venkataraman rearrangement:
    • For analogous O- to C-acyl migration, see Baker-Venkataraman rearrangement:. Bowden K., and Chehel-Amiran M. J. Chem. Soc., Perkin Trans. 2 (1986) 2039
    • (1986) J. Chem. Soc., Perkin Trans. 2 , pp. 2039
    • Bowden, K.1    Chehel-Amiran, M.2
  • 21
    • 33645833032 scopus 로고    scopus 로고
    • -). The S-S bond formation has precedence in peptide chemistry of cystein. The resulting dithiane can act as an effective acylating agent.
  • 22
    • 33645802025 scopus 로고    scopus 로고
    • 1H NMR spectra were consistent with the predictions made by CNMR and HNMR programs (ACD/Labs,V8.0).
  • 23
    • 33645838424 scopus 로고    scopus 로고
    • For all the compounds GCMS analysis (Shimadzu QP5050A) in EI mode provided similarity index match of >90% compared to the authentic samples in the NIST-98 database.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.