Acta Chimica Sinica ›› 1989, Vol. 47 ›› Issue (1): 93-96. Previous Articles     Next Articles

Original Articles

2-氨基取代噻唑基膦酸脂的合成

胡秉方;沈其丰;刘大山;焦献云   

  1. 北京农业大学应用化学研究所
  • 出版日期:1989-01-15 发布日期:1989-01-15

Synthesis of dialkyl-2-amino substituted thiazolyl phosphonates

HU BINGFANG;SHEN QIFENG;LIU DASHAN;JIAO XIANYUN   

  • Online:1989-01-15 Published:1989-01-15

A series of dialkyl 2-amino-5-substituted-4-thiazolyl phosphonates I (R = CO2Et, cyano, (un)substituted Ph; R1 = Et, Me2CH) have been synthesized by the reaction of the substituted acetyl phosphonates II with formamidine disulfide dihydrobromide (III). However, the reaction between BzCH2P(O)(OEt)2 and III was carried out under similar condition, affording the expected product 2-amino-4-substituted-5-thiazolyl phosphonate IV only with low yield. The effects of the substituent in thiazole ring through bonding and nonbonding interactions are indicated by studying 1H and 31P NMR of the compounds I and IV. A series of substituted acetyl phosphonates II were prepared as synthetic intermediate. The keto-enol tautomerism of compound II was studied by 1H and 31P NMR.

Key words: THIAZOLE P, BIOLOGICAL ACTIVITY, REACTION MECHANISM, PHOSPHONIC ACID ESTER, AMINO GROUP, BACTERICIDAL AGENTS

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