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Synthesis 1994; 1994(3): 245-246
DOI: 10.1055/s-1994-25448
short paper
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A Simple and Efficient Synthesis of N-Protected Imidazole-4-carbaldehyde

Joachim Winter* , János Rétey
  • *Lehrstuhl für Biochemie im Institut für Organische Chemie, Universität Karlsruhe, Richard-Willstätter-Allee 2, D-76128 Karlsruhe, Germany
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Publication Date:
27 September 2002 (online)

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Successive addition of BuLi, triethylsilyl chloride, s-BuLi and DMF to 1-(N,N-dimethylsulfamoyl)imidazole (1) yields pure 1-(N,N-dimethylsulfamoyl)-2-(triethylsilyl)imidazole-4-carbaldehyde (2) as judged by 1H NMR spectroscopy. Treatment of 2 with 2 N HCl leads to free imidazole-4-carbaldehyde (3) (overall yield 70.2%)