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Chin. J. Org. Chem. ›› 2009, Vol. 29 ›› Issue (02): 265-268. Previous Articles Next Articles
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裴 文*; 陶金海; 孙 莉; 孙孟展
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Pei, Wen*; Tao, Jinhai ; Sun, Li ; Sun, Mengzhan
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The two novel ways of solid phase organic synthesis for preparing 1-amino-2,4-imidazolidinedione (4) were developed: (1) Merrifield resin-supported hydroxy substituted benzaldehydes (1a~1c) were reacted with semicarbazide compound to give resin-supported semicarbazone (2a~2c), followed cyclization with ethyl monochloroacetate in the presence of sodium ethoxide, clove with hydrochloric acid solution to give 1-amino-2,4-imidazolidinedione. (2) Merrifield resin-bound aldehyde prepared from Merrifield resin oxidized with DMSO was reacted with semicarbazide compound to givie resin-supported semicarbazone 6, then cyclized and clove to give product 4. The cleavage way has advantage of obtaining single and quantita-tive product and simplifying purified procedure using 1 mol/L hydrochloric acid solution instead of trifluoroacetic acid solution.
Key words: solid-phase organic synthesis, Merrifield resin, 1-amino-2,4-imidazolidinedione
Pei, Wen*; Tao, Jinhai ; Sun, Li ; Sun, Mengzhan. Merrifield Resin Supported Solid Phase Synthesis of 1-Amino-2,4-imidazolidinedione[J]. Chin. J. Org. Chem., 2009, 29(02): 265-268.
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