Efficient synthesis of 1-substituted-5-hydroxymethylimidazole derivatives: Clean oxidative cleavage of 2-mercapto group

Organic Process Research and Development

Volumn 6, Issue 5, 2002, Pages 674-676

  Hyok Chang, Jay ^a   Woong Lee, Kyu ^a   Hyun Nam, Do ^a   Sup Kim, Won ^a   Shin, Hyunik ^a  

^a Life Science R and D   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

HYDROGEN PEROXIDE; IMIDAZOLE DERIVATIVE; THIOL DERIVATIVE;

ARTICLE; CATALYSIS; CATALYST; DESULFURIZATION; DRUG SYNTHESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; OXIDATION; SAFETY;

EID: 0036748282     PISSN: 10836160     EISSN: None     Source Type: Journal    
DOI: 10.1021/op020015c     Document Type: Article

References (28)

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24. -).
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26. p = 3120 J/kg K).
27. (c) The level of hydrogen peroxide was carefully monitored in the course of the reaction using titanium sulfate colorimetric analysis (For the reference, see: Satterfield, C. N.; Bonnell, A. H. Anal. Chem. 1955, 27, 1174.). Immediately after the completion of addition, about 1% (wt/wt) of hydrogen peroxide was detected. In 10 h at 45 °C after neutralization with sodium hydroxide, a negligible amount of hydrogen peroxide (about 0.001%) was observed. Although this level of hydrogen peroxide is well below the detonable limit, it is safer to quench the reaction mixture with reducing reagent before partial distillation of ethanol. Quenching with sodium hydrogen sulfite before distillation did not change the profile of the reaction to give comparable results.
28. 2O:acetonitrile:trifluoroacetic acid = 80:20:0.1 at 270 nm.