Cyclization of (2-Hydroxyethyl) urea Derivatives to Give 3-Nitroso-2-oxazolidinones under Usual Nitrosation Conditions

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概要

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• Treatment of (2-hydroxyethyl) urea derivatives (Ia-e) with sodium nitrite in the presence of acids or with nitrosyl chloride in chloroform gave 3-nitroso-2-oxazolidinones (IIa-e) in 10-77% yields. These 3-nitroso-2-oxazolidinones were denitrosated with hydrogen chloride in methanol to give the corresponding 2-oxazolidinones (IIIa-e) in 35-60% yields. An N, N-disubstituted urea, 1-(2-hydroxyethyl)-1-methylurea (If) also cyclized to give 3-methyl-2-oxazolidinone (IIf) under the same conditions. The mechanism of this type of cyclization is discussed.

• 公益社団法人日本薬学会の論文
• 1985-02-25

著者

• 宮原 誠

  National Institute of Hygienic Sciences, University of Tokyo

• 神谷 庄造

  National Institute of Hygienic Sciences, University of Tokyo

• 宮原 誠

  国立医薬品食品衛生研究所 食品部

• 宮原 誠

  National Institute Of Hygienic Sciences

• 中舘 正弘

  National Institute of Hygienic Sciences

• 神谷 庄造

  National Institute Of Hygienic Sciences

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