Chem. J. Chinese Universities ›› 1994, Vol. 15 ›› Issue (8): 1159.

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Synthesis of Lariat Ethers Containing Sulfur Donor Atoms in the Side Arms

WANG De-Fen, YU Jun-Biao, Hu Jia-Xin, JIANG Yan-Hao, HU Hong-Wen   

  1. Department of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210008
  • Received:1993-08-22 Revised:1994-02-03 Online:1994-08-24 Published:1994-08-24

Abstract: Five new bibracchial lariat Ethers(double armed diaza crown ethers)containing sulfur donor atoms in the side arms were synthesized in 37%─72%yield by treating the acetonitrile solution of diaza-18-crown-6 with 2-chloroethyl alkyl sulfide, 2-chloro allyl sulfide, [2-(2-chloroethyl)thioethyl]alkyl sulfide in the presence of anhydrous sodium carbonate.The corresponding lariat ethers(single armed diaza crown ethers) were obtained simutaneously in 13%─37%yield. Therefore this is a facile method for the synthesis of single armed diaza crown ethers.

Key words: Bibracchial lariat ethers, Sulfur, Alkylation, Synthesis

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