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Volumn , Issue 1, 2007, Pages 151-155

NaOH-promoted thiolysis of oxiranes using 2-[bis(alkylthio)methylene]-3- oxo-N-o-tolylbutanamides as odorless thiol equivalents

Author keywords

carbonyl sulfides; oxo ketene S,S acetals; hydroxy sulfides; Epoxides; Thiolysis

Indexed keywords

2 [BIS(THIO)METHYLENE] 3 OXO N 2 TOLYLBUTANAMIDE DERIVATIVE; 2 METHYLOXIRANE; ALCOHOL; ALPHA CARBONYL SULFIDE; AMIDE; ANION; BETA HYDROXY SULFIDE; ETHYLENE OXIDE DERIVATIVE; KETONE DERIVATIVE; SODIUM HYDROXIDE; SULFIDE; THIOL DERIVATIVE; UNCLASSIFIED DRUG;

EID: 33846520561     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-958438     Document Type: Article
Times cited : (18)

References (61)
  • 15
    • 0002424863 scopus 로고
    • Patai, S, Ed, John Wiley: New York
    • Peach, M. E. In The Chemistry of the Thiol Group; Patai, S., Ed.; John Wiley: New York, 1974, Part 3, 771.
    • (1974) The Chemistry of the Thiol Group , Issue.PART 3 , pp. 771
    • Peach, M.E.1
  • 59
    • 33846541400 scopus 로고    scopus 로고
    • Thiolysis of 2 with 1 (4a as Example, Typical Procedure: To a 25 mL flask containing NaOH (1.0 mmol) in EtOH (5 mL) were added la (1.0 mmol) and 2a (2.0 mmol) under stirring. The mixture was stirred at r.t. for about 50 min, after which time the reaction was complete as indicated by TLC. The resulting mixture was neutralized with aq HC1 (0.1 N, 10 mL, and extracted with Et2O (3 × 15 mL, The combined organic extracts were washed with H2O (3 × 15 mL, dried over MgSO4, filtered and concentrated in vacuo. Separation was carried out by silica gel chromatography using PE-Et2O (10:1) as eluent to afford product 4a in 90% yield. Selected Data for Compounds 4-6: Compounds 4a, 4d, 4i and 5d are known, and were identified by 1H NMR, IR spectroscopy and elemental analyses, the data for these compounds are in good agreement with those in literature (refs. 6e-g, 1-(Butyl)propan
    • 3): δ = 1.99 (s, 3 H), 2.06 (br, 1 H), 3.87-3.90 (m, 3 H)


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.