Preparation and Crystal Structure of 3-(2-Hydroxyphenyl)-6-(4-nitrophenyl)-7H-1,2,4-triazolo[3,4-b][1,3,4 ]thiadiazine

Chemical Research in Chinese Universities ›› 2005, Vol. 21 ›› Issue (1): 69-72.

• Articles • Previous Articles Next Articles

Preparation and Crystal Structure of 3-(2-Hydroxyphenyl)-6-(4-nitrophenyl)-7H-1,2,4-triazolo[3,4-b][1,3,4 ]thiadiazine

ZOU Kai-huang^1,2, ZHANG Li-xue¹, ZHANG An-jiang¹, LEI Xin-xiang¹, HUANG Hui-hua¹, ZHANG Zi-yi³

1. School of Chemistry and Materials Science, Wenzhou Normal College, Wenzhou 325027, P. R. China;
2. Department of Biology and Chemistry , Fujian Educational College, Fuzhou 350001, P. R. China;
3. College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. China

Received:2004-02-05 Online:2005-01-24 Published:2011-07-27
Supported by:
Supported by the Natural Science Foundation of Zhejiang Province(No.M203149 ).

Abstract

Abstract: 3-(2-Hydroxyphenyl)-6-(4-nitrophenyl)-7H-1,2,4-triazolo[3,4-b][1,3,4] thiadiazine, C₁₆H₁₁N₅O₃S, was prepared by the cyclization of 3-(2-hydroxyphenyl)-4-amino-5-mercapto-1,2,4-triazole with 2-bromo-4-nitroacetophenone.The compound was characterized by means of elemental analysis, IR, ¹H NMR, ¹³C NMR, mass spectrometry, and X-ray diffraction.The compound crystallizes in a monoclinic system with space group C_c, a=2.1853(4) nm, b=2.1192(5) nm, c=1.3526(3) nm, β=95.21(2)°, V=6.238(2) nm³ , D_calcd.=1.505 Mg/m³, Z=16, F(000)=2916, R₁=0.0501, wR₂=0.0427.A comparison between the crystal structures of 1,2,4-triazolo[3,4-b] [1,3,4] thiadiazine and 1,2,4-triazolo[3,4-b][1,3,4] thiadiazole was made in the structural view.A two-dimensional network is formed by hydrogen bonds and π-π stacking interactions.

Key words: Triazolothiadiazine, Preparation, Spectral characterization, Crystal structure, π-&pi, stacking interaction

ZOU Kai-huang, ZHANG Li-xue, ZHANG An-jiang, LEI Xin-xiang, HUANG Hui-hua, ZHANG Zi-yi. Preparation and Crystal Structure of 3-(2-Hydroxyphenyl)-6-(4-nitrophenyl)-7H-1,2,4-triazolo[3,4-b][1,3,4 ]thiadiazine[J]. Chemical Research in Chinese Universities, 2005, 21(1): 69-72.

[1]	HUA Chen, YI Pin, LIU Wencong, WANG Mengfan, NIU Zheng, LANG Jianping. Coordination Polymers with Bipyridyl Diene and Triene Ligands: Synthesis, Structures and Luminescent Properties [J]. Chemical Research in Chinese Universities, 2022, 38(1): 209-216.
[2]	ZHANG Wenqi, LIN Zhengguo, CHI Yingnan, HONG Jie, YAN Li, HU Changwen. Assembly of Three Scandium-containing Heteropolytungstates Based on a Building-block Synthetic Strategy [J]. Chemical Research in Chinese Universities, 2020, 36(6): 1161-1167.
[3]	ZHANG Yingying, HAN Fangwai, ZHANG Mengyao, ZHANG Huixin, LI Ying, WANG Ru, ZENG Yongfei, LIU Guiyan. Highly Active Pd-PEPPSI Complexes for Suzuki-Miyaura Cross-coupling of Aryl Chlorides: an Investigation on the Effect of Electronic Properties [J]. Chemical Research in Chinese Universities, 2020, 36(5): 859-864.
[4]	ZANG Jiahe, ZHANG Qing'an, SUN Dalin. Crystal Structures and Electrochemical Properties of R_1.5Ca_1.5MgNi₁₄(R=Nd, Gd and Er) Hydrogen Storage Alloys [J]. Chemical Research in Chinese Universities, 2019, 35(6): 1040-1045.
[5]	WANG Dongmei, LOU Shengjun, YING Yiting, GUO Zhiqi, WANG Lijun. Assembly of Two Isostructural Metal-organic Frameworks Based on Hetero-N,O Donor Ligand for Detecting Nitro Explosives [J]. Chemical Research in Chinese Universities, 2019, 35(5): 762-766.
[6]	MA Xiao, WANG Xiaohong, SHANG Fan, DING Zimei, HANG Xiaojing, HUANG Jie. Studies on 3-Amino-4-(1H-tetrazol-5-yl)-furazan: Crystal Structure, Thermal Behavior and Energetic Performance [J]. Chemical Research in Chinese Universities, 2019, 35(5): 848-853.
[7]	ZHONG Liangxuan, LIU Mingyue, ZHANG Bowei, SUN Yaqiu, XU Yanyan. Syntheses, Crystal Structures, Magnetic and Near-infrared Luminescence Properties of 3d-4f Coordination Polymers Cu₂Pr₂, Cu₂Eu₂ and Cu₄Tb₂ [J]. Chemical Research in Chinese Universities, 2019, 35(4): 693-699.
[8]	YU Yanzhao, CAO Jiapeng, XU Yan. Two Pentavanadate-based Organic-inorganic Materials with Third-order NLO Properties [J]. Chemical Research in Chinese Universities, 2019, 35(1): 1-4.
[9]	DING Zimei, CAO Wenli, ZHENG Hui, HUANG Jie, XU Kangzhen, SONG Jirong. Synthesis, Structure Characteristic and Thermal Behavior of Two New Metal-organic Azo-triazole Compounds: [Zn(phen)₃]·ZTO·6H₂O and[Cu(phen)₃]·ZTO·6H₂O [J]. Chemical Research in Chinese Universities, 2018, 34(6): 1009-1013.
[10]	CHEN Xiang, ZENG Tian, ZHANG Cong, GUO Zhaoqi, LI Shuailei, MAI Tao, GAO Rong, MA Haixia. Crystal Structures, Thermal Behavior Analysis and Thermal Safety of Two Energetic Salts of Hydrazinyl-1,2,4,5-tetrazine with 3,5-Dinitrosalicylic Acid [J]. Chemical Research in Chinese Universities, 2018, 34(6): 959-964.
[11]	LU Zhiyi, TANG Liming. Modulation of Supramolecular Interactions of Urea-based Supramolecular Polymers via Molecular Structures [J]. Chemical Research in Chinese Universities, 2018, 34(5): 849-856.
[12]	LIU Chao, LIU Yijie, ZHANG Lili, JIANG Kun, ZHANG Li. Two Coordination Compounds Bearing Bis(2-dimethylaminoethyl) Ether: Syntheses, Crystal Structures and Catalytic Application to the Henry Reaction [J]. Chemical Research in Chinese Universities, 2018, 34(3): 358-362.
[13]	WANG Jingyang, ZHANG Meng, XU Xiaodong, FENG Jing, WANG Yanli, ZHANG Milin, HAN Wei, CHEN Yitung, TIAN Guoxin. Synthesis and Characterization of [Cu(N-MeIm)₄(BF₄)₂] in Ionic Liquid [J]. Chemical Research in Chinese Universities, 2018, 34(1): 8-12.
[14]	ZHOU Jinhua, LI Jingjing, LI Jie, REN Guoyu, REN Yinghui, MA Haixia. Structure and Enhanced Antifungal Activity of a Divalent Cobalt(II) Complex with Hexaconazole [J]. Chemical Research in Chinese Universities, 2017, 33(6): 864-868.
[15]	WANG Xiang, LIN Lin, LIN Hongyan, LIU Guocheng. Syntheses, Structure and Properties of a 3d-4d/2-ptz Heterometallic Organic Chain-modified POM-based Framework [J]. Chemical Research in Chinese Universities, 2017, 33(1): 7-11.

Preparation and Crystal Structure of 3-(2-Hydroxyphenyl)-6-(4-nitrophenyl)-7H-1,2,4-triazolo[3,4-b][1,3,4 ]thiadiazine

PDF (PC)

Knowledge

Cited

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments