Synthetic Mechanism for 1,3,5-Triacetyl-1,3,5-triazacyclohexaneSynthezied Using Small-Molecule Method

Chin. J. Org. Chem. ›› 2010, Vol. 30 ›› Issue (07): 1059-1062. Previous Articles Next Articles

Notes

1,3,5-三乙酰基六氢均三嗪的小分子法合成反应机理研究

娄忠良¹，王鹏¹，孟子晖*¹，刘越¹，覃光明²，葛忠学²，王伯周²

(¹北京理工大学化工与环境学院北京 100081)
(²西安近代化学研究所西安 710061)

收稿日期:2009-09-21 修回日期:2009-11-11 发布日期:2010-02-09
通讯作者: 孟子晖 E-mail:mengzh@bit.edu.cn
基金资助:
爆炸科学与技术国家重点实验室 (KFJJ09-04)

Synthetic Mechanism for 1,3,5-Triacetyl-1,3,5-triazacyclohexaneSynthezied Using Small-Molecule Method

Lou Zhongliang¹ Wang Peng¹ Meng Zihui*¹ Liu Yue¹ Qin Guangming² Ge Zhongxue² Wang Bozhou²

(¹ School of Chemical Engineering and Environment, Beijing Institute of Technology, Beijing 100081) (² Xi an Modern Chemistry Research Institute, Xi an 710061)

Received:2009-09-21 Revised:2009-11-11 Published:2010-02-09

Abstract

1,3,5-Triacetyl-1,3,5-triazacyclohexane (TRAT) is the key synthetic precursor for hexahydro- 1,3,5-trinitro-s-triazine (RDX). TRAT was synthesized from 1,3,5-trioxane with acetonitrile using concentrated sulfuric acid as a catalyst with a yield of 89% by an improved method. The stable intermediates, methylene-bis-alkanecarboxamide and triacetyl-bismethylene-triamine never reported were synthesized. According to intermediates synthesized, synthetic mechanism for TRAT from small molecules was proposed.

Key words: hexogen, 1,3,5-triacetyl-1,3,5-triazacyclohexane, reaction mechanism

Cite this article

LOU Zhong-Liang, WANG Peng, MENG Zi-Hui, LIU Yue, QIN Guang-Ming, GE Zhong-Xue, WANG Bo-Zhou. Synthetic Mechanism for 1,3,5-Triacetyl-1,3,5-triazacyclohexaneSynthezied Using Small-Molecule Method[J]. Chin. J. Org. Chem., 2010, 30(07): 1059-1062.

Export EndNote|Reference Manager|ProCite|BibTeX|RefWorks

[1]	Huanqing Li, Zhaohua Chen, Zujia Chen, Qiwen Qiu, Youcai Zhang, Sihong Chen, Zhaoyang Wang. Research Progress in Mercury Ion Fluorescence Probes Based on Organic Small Molecules [J]. Chinese Journal of Organic Chemistry, 2023, 43(9): 3067-3077.
[2]	Cunjing Miao, Jiaqi Yao. Recent Advances in the Transformation Reactions of Aromatic Nitriles via C—CN Bond Cleavage [J]. Chinese Journal of Organic Chemistry, 2023, 43(4): 1341-1364.
[3]	Tingting Liu, Yucai Hu, An Shen. Mechanism of Carbon-Carbon Coupling Reactions Catalyzed by Imine-Ligand-Assisted N-Heterocyclic Carbene Palladium Complexes [J]. Chinese Journal of Organic Chemistry, 2023, 43(2): 622-628.
[4]	Yueling Liu, Xinxin Zhong, Ganbing Zhang. Density Functional Theory Study for Exploring the Mechanisms of the [3＋2] Cycloaddition Reactions between 1-R-3-Phenylpropylidenecyclopropane (R=Me/H) and Furfural Catalyzed by Pd(0) [J]. Chinese Journal of Organic Chemistry, 2023, 43(2): 660-667.
[5]	Zexin Huang, Yuqiang Yin, Fengcheng Jia, Anxin Wu. Research Progress on C2—C3 Bond Cleavage of Indole and Its Derivatives [J]. Chinese Journal of Organic Chemistry, 2022, 42(7): 2028-2044.
[6]	Yubing Shi, Wenji Bai, Weihua Mu, Jiangping Li, Jiawei Yu, Bing Lian. Research Progress on Density Functional Theory Study of Palladium-Catalyzed C—H Functionalization to Form C—X (X=O, N, F, I, …) Bonds [J]. Chinese Journal of Organic Chemistry, 2022, 42(5): 1346-1374.
[7]	Youcai Zhu, Xinxin Ding, Li Sun, Zhen Liu. Advances in the Production of Acrylic Acid and Its Derivatives by CO₂/C₂H₄ Coupling [J]. Chinese Journal of Organic Chemistry, 2022, 42(4): 965-977.
[8]	Zheng Li, Yingchun Gu, Dazhen Xu, Xuening Fei, Lei Zhang. Density Functional Theory Study on the Mechanism of Organophosphine-Catalyzed [4+2] Cycloaddition Reaction [J]. Chinese Journal of Organic Chemistry, 2022, 42(3): 830-837.
[9]	Man Xu, Yuanzhi Xia. Mechanistic Understanding of Rh(III)-Catalyzed Redox-Neutral C—H Activation/Annulation Reactions of N-Phenoxyacetamides and Methyleneoxetanones [J]. Chinese Journal of Organic Chemistry, 2021, 41(8): 3272-3278.
[10]	Kai Yang, Meijuan Liu, Yu'na Zhang, Jiaqi Zhan, Luxuan Deng, Xuejie Zheng, Yongjun Zhou, Zhaoyang Wang. Progress in the Synthesis of Benzoheterocycles from 2-Halobenzamides [J]. Chinese Journal of Organic Chemistry, 2021, 41(6): 2175-2187.
[11]	Fengcheng Jia, Na Luo, Cheng Xu, Anxin Wu. Recent Advances in the Synthesis of Benzoheterocyclic Compounds Involving Isatins [J]. Chinese Journal of Organic Chemistry, 2021, 41(4): 1527-1542.
[12]	Liang Liu, Wenbo Liu, Dong-Mei Cui, Ming Zeng. Progress in the Synthesis of Aroyl Compounds [J]. Chinese Journal of Organic Chemistry, 2021, 41(11): 4289-4305.
[13]	Xu Xinming, Yang Hanlin, Li Wenzhong. Transition Metal-Free Direct C-H Bond Sulfenylation of Alkenes and Arenes [J]. Chinese Journal of Organic Chemistry, 2020, 40(7): 1912-1925.
[14]	Li Zhifeng, Wang Wenpeng, Wang Xicun, Quan Zhengjun. Mechanism of Synthesis of Phosphinecarboxamides by Reaction of Sodium Phosphaethynolate Anion and Amines under Acid-Free Conditions: Density Functional Theory Investigation [J]. Chinese Journal of Organic Chemistry, 2020, 40(6): 1563-1570.
[15]	Xu Xinming, Li Jiazhu, Wang Zuli. Recent Advances in Transition Metal-Free Sulfenylation of Indoles [J]. Chinese Journal of Organic Chemistry, 2020, 40(4): 886-898.

1,3,5-三乙酰基六氢均三嗪的小分子法合成反应机理研究

Synthetic Mechanism for 1,3,5-Triacetyl-1,3,5-triazacyclohexaneSynthezied Using Small-Molecule Method

PDF

Knowledge

Cited

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments