Triazines and related products. Part V. The structure of some red N-alkyl-1,2,3-benzotriazines
Journal of the Chemical Society C: Organic Pub Date: DOI: 10.1039/J39700002289
Abstract
Alkylation of 4-arylamino-1,2,3-benzotriazines with alkyl iodides in ethanol affords the N-2 alkyl iodides which on basification yield the deep-red anhydro-2-alkyl-4-arylamino-1,2,3-benzotriazinium hydroxides. In contrast alkylation in sodium ethoxide solution affords isomeric products substituted at N-2 and N-3. The site of alkylation of the N-2 substituted series has been confirmed by reduction studies; hydrazine in ethanol containing Raney nickel efficiently degrades the triazine ring. The chemical and spectroscopic properties of the red triazines have been investigated.
Recommended Literature
- [1] Acentric and chiral heterometallic inorganic–organic hybrid frameworks mediated by alkali or alkaline earth ions: synthesis and NLO properties Huabin Zhang,Shaowu DuCrystEngComm, 2014,16, 4059-4068 10.1039/C3CE42419G
- [2] Achieving high-efficiency purely organic room-temperature phosphorescence materials by boronic ester substitution of phenoxathiine? Mengke Li,Xinyi Cai,Zhenyang Qiao,Wentao Xie,Liangying Wang,Nan Zheng,Shi-Jian SuChem. Commun., 2019,55, 7215-7218 10.1039/C9CC02648G
- [3] An artificial photosynthetic system for photoaccumulation of two electrons on a fused dipyridophenazine (dppz)–pyridoquinolinone ligand? Philipp Traber,Stephan Kupfer,Stefanie Gr?fe,Isabelle Baussanne,Martine Demeunynck,Jean-Marie Mouesca,Serge Gambarelli,Vincent Artero,Murielle Chavarot-KerlidouChem. Sci., 2018,9, 4152-4159 10.1039/C7SC04348A
- [4] An approach for correlating the structural and electrical properties of Zr4+-modified SrBi4Ti4O15/SBT ceramic Priyambada Nayak,Tanmaya Badapanda,Anil Kumar Singh,Simanchalo PanigrahiRSC Adv., 2017,7, 16319-16331 10.1039/C7RA00366H
- [5] An insight into the hybridization mechanism of hairpin DNA physically immobilized on chemically modified graphenes Adeline Huiling Loo,Alessandra Bonanni,Martin PumeraAnalyst, 2013,138, 467-471 10.1039/C2AN36199J
- [6] An ion-gating multinanochannel system based on a copper-responsive self-cleaving DNAzyme? Yang Chen,Di Zhou,Zheyi Meng,Jin ZhaiChem. Commun., 2016,52, 10020-10023 10.1039/C6CC03943J
- [7] An approach to biodegradable star polymeric architectures using disulfide coupling? Jingquan Liu,Huiyun Liu,Zhongfan Jia,Volga Bulmus,Thomas P. DavisChem. Commun., 2008, 6582-6584 10.1039/B817037A
- [8] An ATP-selective, lanthanide complex luminescent probe? Xiao Liu,Jun Xu,Yinyun Lv,Wenyu Wu,Weisheng Liu,Yu TangDalton Trans., 2013,42, 9840-9846 10.1039/C3DT50986A
- [9] An integrated chip for immunofluorescence and its application to analyze lysosomal storage disorders Jie Shen,Ying Zhou,Tu Lu,Junya Peng,Zhixiang Lin,Yuhong Pang,Li YuLab Chip, 2012,12, 317-324 10.1039/C1LC20845D
- [10] An ionic liquid-based synergistic extraction strategy for rare earths? Yingbo Li,Nada Mehio,Huizhou Liu,Sheng DaiGreen Chem., 2015,17, 2981-2993 10.1039/C5GC00360A
Journal Name：Journal of the Chemical Society C: Organic
research_products
-
CAS no.: 89640-58-4
![1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol](https://ossimg.kuujia.com/scimg/1271000/1270529-38-8x500.png)
![N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide](https://ossimg.kuujia.com/scimg/1444500/1444113-98-7x500.png)
![2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid](https://ossimg.kuujia.com/scimg/2138500/2138166-62-6x500.png)
![2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide](https://ossimg.kuujia.com/scimg/2034500/2034271-14-0x500.png)