white to almost white crystalline powder
2-Chloro-4,6-dimethoxy-1,3,5-triazine may be used in the following studies:
- The specific labeling of streptavidin by the modular method for affinity labeling (MoAL).
- The preparation of bis(4,6-dimethoxy-1,3,5-triazin-2-yl) ether, via reaction with 2-hydroxy-4,6-dimethoxy-1,3,5-triazine.
- The preparation of 2-(4,6-dimethoxy-1,3,5-triazinyl)trialkylammonium salts, via reaction with various tertiary amines.
- The synthesis of 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride, via coupling with N-methylmorpholine in THF.
2-Chloro-4,6-dimethoxy-1,3,5-triazine is used as a peptide coupling agent for the purification of peptides. It is used in the synthesis of 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride through coupling with N-methylmorpholine in tetrahydrofuran. Further, it plays an important role in the production of bis(4,6-dimethoxy-1,3,5-triazin-2-yl) ether, through reaction with 2-hydroxy-4,6-dimethoxy-1,3,5-triazine. In addition to this, it is involved in the preparation of 2-(4,6-dimethoxy-1,3,5-triazinyl)trialkylammonium salts through reaction with various tertiary amines.
2-Chloro-4,6-dimethoxy-1,3,5-triazine is a stable, yet highly reactive, peptide coupling agent. It is reported as useful coupling reagent for the purification of peptides. Catalytic amide-forming reactions of 2-chloro-4,6-dimethoxy-1,3,5-triazine has been reported. Procedure for the preparation of multikilogram quantities of 2-chloro-4,6-dimethoxy-1,3,5-triazine has been reported.
A preparation method of 2-chloro-4,6-dimethoxy-1,3,5-triazine comprises the following steps: using cyanuric chloride and sodium methoxide solid as reaction raw materials and N, N-dimethylformamide as a reaction solvent, gradually heating to obtain a 2-chloro-4,6-dimethoxy-1,3,5-triazine crude product, and finally, recrystallizing with heptane for purification. The reaction temperature is controlled to prepare the product, and the yield is up to 91%.
[1] Molecules, 2016, vol. 21, # 6,
[2] Patent: WO2016/103185, 2016, A2. Location in patent: Page/Page column 34
[3] Journal of Materials Chemistry C, 2018, vol. 6, # 13, p. 3288 - 3297
[4] Patent: CN103497211, 2016, B. Location in patent: Paragraph 0113
[5] Synthetic Communications, 1996, vol. 26, # 18, p. 3491 - 3494
