61033-69-0

Usage

Uses

Used in Pharmaceutical Industry:
1H-Imidazole, 4,5-dihydro-2-(2-chlorophenyl)is used as a pharmaceutical agent for its potential antimicrobial and antifungal properties. Its relation to other imidazole compounds with these properties makes it a valuable compound for the development of new treatments and therapies.
Used in Drug Synthesis:
1H-Imidazole, 4,5-dihydro-2-(2-chlorophenyl)is used as a key intermediate in the synthesis of various drugs and bioactive molecules. Its unique structure and functional groups make it a versatile building block for creating new pharmaceutical compounds with diverse therapeutic applications.
Used in Research and Development:
1H-Imidazole, 4,5-dihydro-2-(2-chlorophenyl)is used as a research compound for studying imidazole-based chemistry. Its potential applications in the development of new pharmaceutical agents and understanding the mechanisms of action of imidazole compounds make it an important tool for scientific investigation and discovery.

Upstream product

• 15717-17-6 2-chlorothiobenzamide 
• 107-15-3 ethylenediamine 
• 89-98-5 2-chloro-benzaldehyde 
• 873-32-5 2-Chlorobenzonitrile 
• 76065-92-4 2-(2-chloro-phenyl)-imidazolidine 

Downstream Products

• 76875-22-4 2-(o-chlorophenyl)-2-imidazoline 

Relevant academic research and scientific papers

Ligandless Nickel-Catalyzed Ortho-Selective Directed Trifluoromethylthiolation of Aryl Chlorides and Bromides Using AgSCF3

A mild protocol for Ni-catalyzed trifluoromethylthiolation of aryl chlorides and bromides is described herein. The method utilizes AgSCF3 as an easily accessible nucleophilic trifluoromethylthiolating reagent and does not require any ligands or additives. Ortho-selectivity is achieved using a variety of directing groups such as imines, pyridines, and oxazolines for 24 examples in up to 95% yield.

A facile and efficient synthesis of 2-imidazolines from aldehydes using hydrogen peroxide and substoichiometric sodium iodide

The reaction of aldehydes with ethylenediamine for the preparation of 2-imidazolines has been studied using hydrogen peroxide as an oxidant in the presence of sodium iodide and anhydrous magnesium sulfate. A mild, green, and efficient method is established to carry out this reaction in high yield. Georg Thieme Verlag Stuttgart · New York.

Ultrasound promoted synthesis of 2-imidazolines in water: A greener approach toward monoamine oxidase inhibitors

A series of sixteen 2-substituted-2-imidazolines (where the substituent R = Ph, Me-4-Ph; MeO-4-Ph; (MeO)2-3,4-Ph; (MeO)3-3,4,5-Ph; Ph-4-O-C(O)-Ph; Cl-4-Ph; Cl-2-Ph; Cl2-2,4-Ph; NO2-4-Ph; NO2-3-Ph; Naphth-2-yl; Fur-2-yl; Benzofur-2-yl; Pyridin-2-yl; Quinolin-2-yl) has been synthesized from the reaction of the substituted-aldehydes and ethylenediamine by ultrasound irradiation with NBS in an aqueous medium in high yields (80-99%). The 2-imidazoline ability to inhibit the activity of the A and B isoforms of monoamine oxidase (MAO) was investigated and some of them showed potent and selective MAO inhibitory activity especially for the MAO-B isoform and could become promising candidates for future development.

Mild and efficient one-pot synthesis of 2-imidazolines from nitriles using sodium hydrosulfide as catalyst

A simple and efficient method has been developed for the synthesis of 2-imidazolines through a one-pot reaction of various nitriles with ethylenediamine in the presence of sodium hydrosulfide as catalyst in high yield. Copyright Taylor & Francis Group, LLC.

One-pot synthesis of imidazolines from aldehydes: detailed study about solvents and substrates

Imidazolines were prepared in one-pot operation from aldehydes and diamines through oxidation of aminal intermediates by NBS. This method could be applied to various aromatic and aliphatic aldehydes and N-nonsubstituted and N-monosubstituted 1,2-diamines. Furthermore, it was found that CH2Cl2 could be altered to TBME, a more environmentally friendly solvent, in the reaction using N-nonsubstituted 1,2-diamines. The reaction conditions were very mild and chemoselective.

Direct oxidative conversion of aldehydes and alcohols to 2-imidazolines and 2-oxazolines using molecular iodine

Aldehydes were converted to the corresponding 2-imidazolines and 2-oxazolines in good yields by the reaction with ethylenediamine and aminoethanol, respectively, using molecular iodine and potassium carbonate. Moreover, primary alcohols were directly converted to the corresponding 2-imidazolines and 2-oxazolines via aldehydes in one-pot manner with ethylenediamine and aminoethanol, respectively, using molecular iodine and potassium carbonate.

Facile preparation of 2-imidazolines from aldehydes with tert-butyl hypochlorite

An efficient and high-yield preparation of 2-imidazolines was achieved from aldehydes and ethylenediamines in the presence of tert-butyl hypochlorite. By this method, 1,3-bis(imidazolin-2-yl)benzene and 2,6-bis(imidazolin-2-yl) pyridine, which act as chiral ligands, could be prepared directly from the corresponding dialdehydes in high yields. Georg Thieme Verlag Stuttgart.

An efficient preparation of 2-imidazolines and imidazoles from aldehydes with molecular iodine and (diacetoxyiodo)benzene

2-Imidazolines were easily prepared in quite good yields from the reaction of aldehydes and ethylenediamine with molecular iodine in the presence of potassium carbonate. Moreover, 2-imidazolines obtained were smoothly oxidized to the corresponding imidazoles in good yields using (diacetoxyiodo)benzene at room temperature. Georg Thieme Verlag Stuttgart.

Microwave-assisted facile synthesis of 2-substituted 2-imidazolines

A novel method for the synthesis of 2-substituted 2-imidazolines under microwave irradiation is reported. The yields of product obtained using this protocol are significantly high and the reaction time is reduced. ARKAT.

A convenient synthesis of oxazolines and imidazolines from aromatic aldehydes with pyridinium hydrobromide perbromide in water

Various 2-oxazolines were prepared from aromatic aldehydes and 2-aminoethanol with pyridinium hydrobromide perbromide in water at room temperature. 2-Imidazolines were also obtained in good yields from aromatic aldehydes and ethylenediamine under the same reaction conditions. Georg Thieme Verlag Stuttgart.