85264-36-4

Upstream product

• 85264-33-1 1-(Hydroxymethyl)-3,5-dimethylpyrazole 
• 62-53-3 aniline 
• 67-51-6 3,5-dimethyl-1H-pyrazole 

Downstream Products

• 99373-49-6 [NN-bis(3,5-dimethylpyrazol-1-ylmethyl)aminobenzene]dichlorocobalt(II) 
• 99373-50-9 [NN-bis(3,5-dimethylpyrazol-1-ylmethyl)aminobenzene]dichlorocopper(II) 
• 99373-47-4 [NN-bis(3,5-dimethylpyrazol-1-ylmethyl)aminobenzene]dichlorozinc(II) 
• 99373-51-0 [NN-bis(3,5-dimethylpyrazol-1-ylmethyl)aminobenzene]dibromocopper(II) 
• 99373-48-5 [NN-bis(3,5-dimethylpyrazol-1-ylmethyl)aminobenzene]dibromocobalt(II) 
• 99373-46-3 [NN-bis(3,5-dimethylpyrazol-1-ylmethyl)aminobenzene]dibromozinc(II) 

Relevant academic research and scientific papers

Copper(II) complexes containing N′-aromatic group substituted N,N′,N-bis((3,5-dimethyl-1H-pyrazol-1-yl)methyl)amines: Synthesis, structures, polymerization of methyl methacrylate and ring opening polymerization of rac-lactide

A series of Cu(II) complexes, [LnCuCl2] (Ln = LA–LF), supported by N′-aromatic-group-substituted N,N-bis((3,5-dimethyl-1H-pyrazol-1-yl)methylamine ligands have been synthesized. Variations of substitu

Polymerizations of methyl methacrylate and rac-lactide by 4-coordinate cobalt(II) complexes supported by N′-substituted N,N′,N-bis((1H-pyrazol-1-yl)methyl)amine derivatives

The novel complexes [LnCoCl2] (Ln = LA ? LH), containing the N,N-chelating ligands N,N-bis((1H-pyrazol-1-yl)methyl)aniline (LA), N,N-bis((3,5-dimethyl-1H-pyrazol-1-yl)-3,5-dimethylaniline (LB), N,N-bis((1H-pyrazol-1-yl)methyl)-3,5-dimethylaniline (LC), N,N-bis((3,5-dimethyl-1H-pyrazol-1-yl)methyl)-3,5-dimethylaniline (LD), N,N-bis((1H-pyrazol-1-yl)methyl)-4-methoxyaniline (LE), N,N-bis((3,5-dimethyl-1H-pyrazol-1-yl)methyl)-4-methoxyaniline (LF), N,N-bis((1H-pyrazol-1-yl)methyl)-4-fluoroaniline (LG) and N,N-bis((3,5-dimethyl-1H-pyrazol-1-yl)methyl)-4-fluoroaniline (LH), have been synthesized and structurally characterized. The molecular structures of these Co(II) complexes showed a distorted tetrahedral geometry. No interaction exists between the Namine atom and the Co(II) centre in the [LnCoCl2] complexes, thus resulting in the formation of an eight membered chelate ring. [LDCoCl2] exhibited the highest catalytic activity (4.02 × 104 g PMMA/molCo h) for the polymerization of methyl methacrylate (MMA) in the presence of modified methylaluminoxane (MMAO) at 60 °C and yielded poly(methylmethacrylate) (PMMA) with high molecular weight (Mw) (10.5 × 105 g/mol). Syndiotactic enriched PMMA was obtained with Tg in range 123–130 °C. The MMA polymerization activity of the complexes in the current study should not be solely considered as a function of the total steric hindrance from the ligands around the metal center. The dimethyl derivatives [LnCoMe2] (Ln = LA ? LH), generated in situ, effectively polymerized rac-lactide (rac-LA) and yielded polylactide (PLA) with good number-average molecular weights and narrower polydispersity indices (PDIs). The electronic density around the metal center in these dimethyl cobalt initiators seemed to enhance the activity, while the stereoselectivity is negatively affected. Thus, the presence or absence of a methyl group in the pyrazole ring moiety influences not only the activity of the Co(II) complexes in the MMA polymerization, but also the stereoselectivity of the Co(II) initiators in the ROP of rac-LA.

X-ray crystal structures and MMA polymerization of cadmium(II) complexes with bidentate pyrazole ligands: The formation of monomers or dimers as a function of a methyl substituent on the pyrazole and aniline rings

The reaction of CdBr2·4H2O with ancillary ligands, N,N-bis(1H-pyrazolyl-1-methyl)aniline (L1), N,N-bis(1H-pyrazolyl-1-methyl)-p-methylaniline (L2), N,N-bis(1H-pyrazolyl-1-methyl)-3,5-dimethylaniline (L3), N,N-bis(3,5-dimethyl-1H-pyrazolyl-1-methyl)aniline (L4) and N,N-bis(1H-pyrazolyl-1-methyl)-2,6-dimethylaniline (L5) in ethanol yields novel Cd(II) bromide complexes, [L1CdBr2] 2, [L2CdBr2]2, [L 3CdBr2]2, [L4CdBr2] and [L5CdBr2]. The X-ray crystal structures of [L 1CdBr2]2, [L2CdBr2] 2 and [L3CdBr2]2 reveal a bromo-bridged dimeric species with crystallographic inversion symmetry. Conversely, [L4CdBr2] and [L5CdBr2] exist as monomeric complexes, presumably due to the steric hindrance between the methyl substituents of the two pyrazole groups in the ligand and cadmium centre for [L4CdBr2], and crowding around the cadmium metal by methyl substituents on the aniline residue in the ligand for [L 5CdBr2]. The geometry at each Cd(II) centre for [L 1CdBr2]2, [L2CdBr2] 2 and [L3CdBr2]2 is best described as a distorted trigonal bipyramid. A distorted trigonal bipyramid is achieved in [L4CdBr2] by coordinative interaction of the nitrogen atom of the aniline unit and the cadmium atom with a σ plane of symmetry, based on the bond length of Cd-Naniline (2.759(7) A). [L 5CdBr2] exists with a distorted tetrahedral geometry involving non-coordination of the nitrogen atom of aniline and the Cd centre, resulting in the formation of an eight-membered chelate ring. The catalytic activity of monomeric, five-coordinated [L4CdBr2] in the polymerization of methyl methacrylate (MMA) in the presence of modified methylaluminoxane (MMAO) at 60°C resulted in a higher molecular weight and a narrower polydispersity index (PDI) than those obtained with dimeric [L nCdBr2]2 (Ln=L1, L 2, L3) or monomeric tetrahedral [L5CdBr 2]. Copyright

One pot synthesis and in vitro antitumor activity of some bipyrazolic tripodal derivatives

The synthesis and structure-activity relationships (SAR) antitumor activities of monopyrazolic and bipyrazolic tripodal derivatives are reported here for the first time. The ten products were tested against three human cancer cell lines including breast (MDA-MB231), prostate (PC3) and colorectal (LoVo) cancers. In bipyrazolic series, most of them exhibited a moderate antitumor activity against three human cancer cell lines with an order of 5 > 7 ≈ 8 in case of colorectal cancer and 5 > 7 > 8 in case of breast and prostate cancers.

Synthesis and X-ray crystal structure of derivatives from the N,N-bis(1H-pyrazolyl-1-methyl)aniline(dichloro)Zn(II) complex: Substituent effects on the phenyl ring versus the pyrazole ring

The reaction of anhydrous ZnCl2 with ancillary ligands, including N,N-bis(1H-pyrazolyl-1-methyl)aniline (L1), N,N-bis(1H-pyrazolyl-1-methyl)-p-methoxyaniline (L2), N,N-bis(1H-pyrazolyl-1-methyl)-p-fluoroaniline (L3) and N,N-bis(3,5-dimethyl-1H-pyrazolyl-1-methyl)aniline (L4), in ethanol yields Zn(II) chloride complexes, i.e., L1ZnCl2, L 2ZnCl2, L3ZnCl2 and L 4ZnCl2. X-ray crystallographic analysis revealed that the Zn atoms of all of the synthesized complexes have a distorted tetrahedral geometry involving a nitrogen atom from each of two pyrazole groups and two chloro ligands. However, the nitrogen atom of the aniline group is not coordinated to the Zn center, resulting in the formation of an eight-membered chelate ring. The catalytic activity of the Zn(II) complexes in the polymerization of methyl methacrylate (MMA) in the presence of modified methylaluminoxane (MMAO) results in a higher molecular weight and a narrow polydispersity index (PDI) range.

Solid-state detection of gases by use of thin films based on pyrazole units, and morphological characterization of the films by AFM

Synthesis of a series of heterocyclic compounds based on pyrazole units is reported. The possibility of using these compounds, as solid-state thin layers deposited on quartz substrates, for optical recognition of hazardous pollutant gases was investigated

Synthesis of N,N′-bis and N,N,N′,N′-tetra-[(3,5-di- substituted-1-pyrazolyl)methyl]para-phenylenediamines: New candidate ligands for metal complex wires

A series of tridentate ligands N,N-bis-[(di-substituted-1-pyrazolyl)methyl] arylamines 2-3a,b and benzylamine 4a,b, tetradentate N,N′-bis-[(di- substituted-1-pyrazolyl)methyl]para-phenylenediamines 7a,b and hexadentate N,N,N′,N′-tetra-[(di-substituted-1-p

Transition-metal Co-ordination Compounds of a Novel Aniline-based Pyrazole Derivative. X-Ray Crystal Structures of -dichlorocobalt(II) and -dibromocopper(II)

The synthesis and characterization of transition-metal co-ordination compounds containing the newly synthesized ligand NN-bis(3,5-dimethylpyrazol-1-ylmethyl)aminobenzene (bdmpab) are described.The compounds have the general formulae (M = Co,

Synthesis of some new pyrazole-containing chelating agents

Procedures are described involving the condensation of 1-(hydroxymethyl)pyrazole (1a) and 1-(hydroxymethyl)-3,5-dimethylpyrazole (1b) with the following amines (product given in parentheses): ethylamine (2a and 2b), aniline (3a and 3b), N,N'-dimethyl-1,2-ethanediamine (4a and 4b), 1,2-ethanediamine (6a and 6b), diethylenetriamine (7a and 7b), triethylenetetramine (8a and 8b) and ammonia (9a and 9b).All amine hydrogens are completely subsituted by pyrazol-1-ylmethyl groups (compounds 2a - 9a) or (3,5-dimethylpyrazol-1-yl)methyl groups (compounds 2b - 9b with yields being better than 90 percent.