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Synthesis 1996; 1996(4): 507-510
DOI: 10.1055/s-1996-4242
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Studies on Organophosphorus Compounds 91: A Novel Synthesis of 1-Hydrazinoalkylphosphonic Acids and Derivatives Thereof

Chengye Yuan* , Chaozhong Li
  • *Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China, Fax +86(21)64166128; E-mail cisoc@rose.cnc.ac.cn
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Publication Date:
31 December 2000 (online)

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Condensation of diethyl phosphite with aldehydes followed by subsequent sulfonylation of the resulting hydroxy group formed with mesyl chloride gave the corresponding 1-sulfonyloxyalkylphosphonates, which led to the convenient synthesis of 1-hydrazinoalkylphosphonates via nucleophilic substitution by hydrazine. The products could be converted to the corresponding 1-hydrazinoalkylphosphonic acids by acid hydrolysis in high yield.

nucleophilic substitution - 1-mesylalkylphosphonic acids - hydrazine