{"title":"邻氨基脒氧肟的重氮化用于制备高能 6,5,6-融合 1,2,3-三嗪-3-氧化物。","authors":"Zhiwei Zeng, Chunhui Chen, Xuran Xu, Yuji Liu, Wei Huang and Yongxing Tang*, ","doi":"10.1021/acs.joc.4c00821","DOIUrl":null,"url":null,"abstract":"<p >Two 6,5,6-fused 1,2,3-triazine-3-oxides (<b>4</b> and <b>6</b>) were designed and synthesized via the reaction of <i>o</i>-aminoamidoximes with sodium nitrite. In addition, the ring-opening products (<b>5</b>, <b>7</b>, and <b>8</b>) derived from 1,2,3-triazine-3-oxides were isolated and characterized. A comprehensive exploration of the reaction mechanism governing the ring-opening process was performed through a combination of theoretical and experimental studies. Notably, compound <b>4</b> exhibited commendable detonation properties and low sensitivity, demonstrating its promising potential as an energetic material.</p>","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":null,"pages":null},"PeriodicalIF":3.3000,"publicationDate":"2024-06-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Diazotization of o-Aminoamidoximes for the Preparation of Energetic 6,5,6-Fused 1,2,3-Triazine-3-oxides\",\"authors\":\"Zhiwei Zeng, Chunhui Chen, Xuran Xu, Yuji Liu, Wei Huang and Yongxing Tang*, \",\"doi\":\"10.1021/acs.joc.4c00821\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >Two 6,5,6-fused 1,2,3-triazine-3-oxides (<b>4</b> and <b>6</b>) were designed and synthesized via the reaction of <i>o</i>-aminoamidoximes with sodium nitrite. In addition, the ring-opening products (<b>5</b>, <b>7</b>, and <b>8</b>) derived from 1,2,3-triazine-3-oxides were isolated and characterized. A comprehensive exploration of the reaction mechanism governing the ring-opening process was performed through a combination of theoretical and experimental studies. Notably, compound <b>4</b> exhibited commendable detonation properties and low sensitivity, demonstrating its promising potential as an energetic material.</p>\",\"PeriodicalId\":57,\"journal\":{\"name\":\"The Journal of Organic Chemistry\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":3.3000,\"publicationDate\":\"2024-06-13\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"The Journal of Organic Chemistry\",\"FirstCategoryId\":\"1\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.joc.4c00821\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"The Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.joc.4c00821","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Diazotization of o-Aminoamidoximes for the Preparation of Energetic 6,5,6-Fused 1,2,3-Triazine-3-oxides
Two 6,5,6-fused 1,2,3-triazine-3-oxides (4 and 6) were designed and synthesized via the reaction of o-aminoamidoximes with sodium nitrite. In addition, the ring-opening products (5, 7, and 8) derived from 1,2,3-triazine-3-oxides were isolated and characterized. A comprehensive exploration of the reaction mechanism governing the ring-opening process was performed through a combination of theoretical and experimental studies. Notably, compound 4 exhibited commendable detonation properties and low sensitivity, demonstrating its promising potential as an energetic material.
期刊介绍:
The Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.