3477-33-6

Usage

Uses

Used in Pharmaceutical Industry:
Piperazine, 1,4-bis(3-methylphenyl)is used as a key intermediate in the synthesis of various pharmaceuticals for its antihistamine, antipsychotic, and antimalarial properties. It contributes to the development of medications that address a range of health conditions by leveraging its ability to interact with specific biological targets.
Used in Agrochemical Industry:
In the agrochemical sector, Piperazine, 1,4-bis(3-methylphenyl)is utilized as a component in the creation of compounds that protect crops from pests and diseases, capitalizing on its potential bioactivity against various agricultural threats.
Used in Dye and Pigment Production:
Piperazine, 1,4-bis(3-methylphenyl)is used as an intermediate in the production of dyes and pigments, where its chemical structure allows for the creation of a wide array of colorants used in various industries, including textiles, plastics, and printing inks.
Used in Drug Design and Development:
As a molecular scaffold, Piperazine, 1,4-bis(3-methylphenyl)is employed in drug design for its diverse chemical reactivity, enabling the development of new therapeutic agents with improved efficacy and selectivity in treating diseases.

Upstream product

• 107-21-1 ethylene glycol 
• 108-44-1 1-amino-3-methylbenzene 
• 110-85-0 piperazine 
• 108-41-8 1-chloro-3-methylbenzene 
• 106-93-4 ethylene dibromide 
• 591-17-3 meta-bromotoluene 

Relevant academic research and scientific papers

SYNTHESIS AND CRYSTAL STRUCTURE OF A 1:1:1 ADDUCT OF N,N'-DI(m-TOLYL)PIPERAZINE N,N'-DIOXIDE, ACETIC ACID AND WATER

A 1:1:1 adduct of N,N'-di(m-tolyl)piperazine N,N'-dioxide, acetic acid, and water has been synthesized.The crystals are orthorombic, space group Pca21, (No. 29), with a=15.712(3), b=6.018(1), c=19.940(5) Angstroem, V=1885.4(7) , Z=4 and Dc=1.290 g cm-3.The structure has been refined to R=0.076 for 1885 observed Mo Kα reflections.The piperazine ring in the N,N'-dioxide molecule takes the chair form, with two N-O bonds oriented axially in a trans configuration.Proton transfer from the acetic acid molecule to the N,N'-dioxide molecule was found in the adduct.Strong hydrogen bonds, each involving a proton and the oxygen atoms of two N-oxide groups from adjacent N,N'-dioxide molecules, connect the latter into a zigzag chain along the b axis.The acetate ions and the water molecules are alternately linked by hydrogen bonds to form an infinite chain along the b axis.The crystal structure is built up from a lateral stacking of these two types of chain.The length of the novel N-O...H+...O-N hydrogen bond is 2.454(6) Angstroem.

β-Amino alcohols from anilines and ethylene glycol through heterogeneous Borrowing Hydrogen reaction

Borrowing Hydrogen (BH), also called Hydrogen Autotransfer (HA), reaction with neat ethylene glycol represents a key step in the preparation of β-amino alcohols. However, due to the stability of ethylene glycol, mono-activation has rarely been achieved. Herein, a combination of Pd/C and ZnO is reported as heterogeneous catalyst for this BH/HA reaction. This system results in an extremely air and moisture stable, and economic catalyst able to mono-functionalize ethylene glycol in water, without further activation of the diol. In this work, different diols and aromatic amines have been explored affording a new approach towards amino alcohols. This study reveals how the combination of two solid species can afford interesting catalytic properties in heterogeneous phase. ZnO activates ethylene glycol while Pd/C is the responsible of the BH/HA cycle. This catalytic system has also been found useful to dehydrogenate indoles affording indolines that undergo in situ BH/HA cycle prior to re-aromatization, representing a tandem heterogeneous process.

Nickel-catalysed selective N-arylation or N,N′-diarylation of secondary diamines

The selective synthesis of N-aryl or N,N′-diaryl piperazines and trimethylene(bis)piperidines from the corresponding diamines and aryl chlorides using a catalyst combination of Ni(0) associated to 2,2′-bipyridine is described. The Ni/2,2′-bipyridine catalyst is also effective for the sequential arylation of piperazine. The preparation of novel and unsymmetrical 1,4-diaryl piperazines is reported.

Nickel-mediated amination chemistry. Part 2: Selective N-arylation or N,N'-diarylation of piperazine

The 2,2'-bipyridine liganded Ni catalyst has revealed a good selectivity in the mono arylation of piperazine starting from aryl chlorides allowing a selective and efficient synthesis of N-arylpiperazines using stoichiometric amounts of reagents. The preparation of N,N'-diaryl substituted piperazines is also described. (C) 2000 Elsevier Science Ltd.

Synthesis of N-arylpiperazines from aryl halides and piperazine under a palladium tri-tert-butylphosphine catalyst

A Pd/P(t-Bu), catalyst system has revealed very high activity and selectivity for the amination of N-(hetero)aryl halides with unprotected piperazine. A wide variety of N-(hetero)arylpiperazines could be prepared using this catalyst. Turnover numbers up to 6400mol/mol have been obtained.