Published September 9, 2015
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Journal Article
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Synthesis of 1-substituted 3-amino-1H-1,2,4-triazoles from ethyl N-(5-phenyl-1,2,4-oxadiazol-3-yl)formimidate
- Creators
- Shen, Jeff
- Zhang, Haiming
Abstract
A general and efficient method for the synthesis of 1-substituted 3-amino-1H-1,2,4-triazoles has been developed. The desired 3-amino-1H-1,2,4-triazoles (3) were prepared in good to excellent yields from ethyl N-(5-phenyl-1,2,4-oxadiazol-3-yl)formimidate (1a) and anilines or amines (2) via a one-pot process involving formimidamide formation followed by a thermal monocyclic rearrangement. The benzoyl protecting group could be readily removed by sulfuric acid promoted deprotection.
Additional Information
© 2015 Elsevier Ltd. Received 31 March 2015; Received in revised form 24 June 2015; Accepted 25 June 2015; Available online 2 July 2015. The authors wish to thank Dr. Christine Gu for collecting HRMS data and Dr. Chong Han and Dr. Sushant Malhotra for helpful discussion.Attached Files
Supplemental Material - mmc1.doc
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Additional details
- Eprint ID
- 59921
- Resolver ID
- CaltechAUTHORS:20150827-101758927
- Created
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2015-09-11Created from EPrint's datestamp field
- Updated
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2021-11-10Created from EPrint's last_modified field