Patent
Preparation of substituted-1,2,3-triazoles
| العنوان: | Preparation of substituted-1,2,3-triazoles |
|---|---|
| Patent Number: | 7,550,601 |
| تاريخ النشر: | June 23, 2009 |
| Appl. No: | 11/203578 |
| Application Filed: | August 15, 2005 |
| مستخلص: | The invention provides a high yield/isomerically pure synthesis of new 1-amino-3-substituted-1,2,3-triazolium salts and their subsequent transformation into isomerically pure 1-substituted-1,2,3-triazoles. These new 1-amino-3-substituted-1,2,3-triazolium salts are easily isolated and can be stored at ambient conditions with no degradation or isomerization. These quarternary salts are easily converted with appropriate silver salts to a wide array of new quarternary salts with various anions, with many of these new salts having melting points below 100 C, classifying them as ionic liquids. Subsequent diazotization of these 1-amino-3-substituted-1,2,3-triazolium salts results in high yields of isomerically pure 1-substituted-1,2,3-triazoles, that until this invention were problematic to make pure without tedious reagents or workup procedures. Both classes of materials (1-amino-3-substituted-1,2,3-triazolium salts as well as 1-substituted-1,2,3-triazoles) should be of high interest as these classes of materials are known to be very important pharmaceutical materials for a wide array of medical and agricultural applications as well as possible propellant applications. |
| Inventors: | Drake, Gregory W. (Madison, AL, US); Kaplan, Gregory M. (Palmdale, CA, US); Hawkins, Tommy W. (Lancaster, CA, US) |
| Assignees: | The United States of America as represented by the Secretary of the Air Force (Washington, DC, US) |
| Claim: | 1. A compound consisting of the structural formula (I) [chemical expression included] where R is C 1 -C 15 alkyl, optionally substituted with halo, amino, nitro, hydroxyl, cyano, nitro or nitrate groups and X— is F, Cl, Br, I, carboxylate, nitrate, chlorate, perchlorate, dinitramide, nitrocyanamide, picrate, carboxylate or phosphate. |
| Claim: | 2. The compound of claim 1 having the structural formula: [chemical expression included] |
| Current U.S. Class: | 548/255 |
| Patent References Cited: | 5728841 March 1998 Shigeno et al. |
| Other References: | Collins, et al., J. Het. Chem, 2005, 42(1), pp. 19-27, especially p. 20. cited by examiner |
| Assistant Examiner: | Chung, Susannah |
| Primary Examiner: | Shameem, Golam M. M. |
| Attorney, Agent or Firm: | AMFCLO/JAZ Stover, Thomas C. |
| رقم الانضمام: | edspgr.07550601 |
| قاعدة البيانات: | USPTO Patent Grants |
| الوصف غير متاح. |