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Volumn 45, Issue 1, 2004, Pages 43-47

Unprecedented observation of sulfonamides in the transesterification of N-unsubstituted carbamates with sulfonyl chlorides

Author keywords

Arylsulfonates; Carbamates; Sulfonamides; Transesterification

Indexed keywords

CARBAMIC ACID DERIVATIVE; CHLORINE DERIVATIVE; SULFONAMIDE;

EID: 0742287245     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2003.10.139     Document Type: Article
Times cited : (8)

References (16)
  • 7
    • 85030911261 scopus 로고    scopus 로고
    • All compounds were fully characterized and gave spectroscopic data consistent with the structures
    • All compounds were fully characterized and gave spectroscopic data consistent with the structures.
  • 8
    • 85030897372 scopus 로고    scopus 로고
    • note
    • Typical procedure. 2,6-Dimethylphenylcarbamate 14 (0.03 g, 0.18 mmol) was added portionwise to a suspension of 95% sodium hydride (0.012 g, 0.48 mmol) in dry THF (2 mL). Benzenesulfonyl chloride 1 (0.089 mL, 0.36 mmol) was added to the resulting mixture, which was then heated at 40-45°C. The reaction was monitored by TLC (EtOAc-Hexane, 1:4) and upon completion (16 h), the mixture was concentrated under an air blast. The crude mixture was purified by preparative thin layer chromatography to afford benzenesulfonic acid 2,6-dimethylphenyl ester 36 (0.043 g, 90%) and benzenesulfonamide 4 (0.017 g, 61%).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.