60378-03-2

Upstream product

• 106-47-8 4-chloro-aniline 
• 106-89-8 epichlorohydrin 

Downstream Products

• 60377-24-4 4-[3-(4-Chloro-phenylamino)-2-hydroxy-propoxy]-benzoic acid isopropyl ester 
• 64398-92-1 (4-chlorophenyl)(oxiranylmethyl)amine 
• 60377-60-8 3-[3-(4-Chloro-phenylamino)-2-hydroxy-propoxy]-benzoic acid 
• 60377-61-9 (Z)-3-{4-[3-(4-Chloro-phenylamino)-2-hydroxy-propoxy]-phenyl}-acrylic acid 
• 60377-47-1 4-[3-(4-Chloro-phenylamino)-2-hydroxy-propoxy]-benzoic acid 2-hydroxy-ethyl ester 
• 60377-59-5 4-[3-(4-Chloro-phenylamino)-2-hydroxy-propoxy]-benzoic acid 
• 60377-25-5 (Z)-3-{4-[3-(4-Chloro-phenylamino)-2-hydroxy-propoxy]-phenyl}-acrylic acid methyl ester 
• 60377-23-3 (E) Methyl-4-(3-(4-Chloroanilino)-2-Hydroxypropoxy)-Benzoate 
• 66876-33-3 3-[3-(4-Chloro-phenylamino)-2-hydroxy-propoxy]-benzoic acid methyl ester 

Relevant academic research and scientific papers

Synthesis and application of Cu(II) immobilized MCM-41 based solid Lewis acid catalyst for aminolysis reaction under solvent-free condition

In this paper, a Cu(II) immobilized periodic mesoporous organosilica (PMOs) was synthesized and used as a reusable solid Lewis acid catalyst for the aminolysis of epoxides under solvent-free conditions. An amide-based ligand, L-propylsilyl (1) having a specific binding pocket was prepared and fabricated on mesoporous MCM-41 to produce mesoporous organosilica L-propylsilyl@MCM-41 (2). Further, it has been utilized for anchoring Cu(II) ions under controlled reaction conditions to yield solid Lewis acid catalyst Cu(II)-L-propylsilyl@MCM-41 (3). The synthesized catalyst 3 exhibits significantly higher catalytic activity for aminolysis compared to hitherto known solid Lewis acid catalysts. An extensive range of β-amino alcohols with high regio and stereoselectivity were prepared by using catalyst 3. The catalyst was recovered easily and reused eight times without any loss in its catalytic activity. Furthermore, the synthesis of clinically significant propranolol (β-blocker) from α- naphthyl glycidyl ether was attained successfully using catalyst 3 in a very decent yield.

Stereocontrolled, Divergent, Al(lll)-Catalyzed Coupling of Chiral N-Aryl Epoxy Amines and CO2

A divergent coupling reaction was achieved between N-aryl epoxy amines and CO2. By using two different cocatalysts, tetrabutylammonium iodide (TBAI) or 4-dimethylaminopyridine (DMAP) together with an Al(III) Lewis acid, cyclic carbonates or oxazolidinones were selectively produced through two distinct reaction pathways, respectively. The proposed reaction mechanism was supported by the stereochemical determination of the products. A gram-scale production of Linezolid was successfully achieved.

An efficient protocol for regioselective ring opening of epoxides using sulfated tungstate: Application in synthesis of active pharmaceutical ingredients atenolol, propranolol and ranolazine

Sulfated tungstate was found to be a new and highly efficient catalyst for opening of epoxide rings by amines to give β-amino alcohols with high regioselectivity. Various advantages associated with this novel and environmental friendly protocol include solvent-free conditions, short reaction times, high product yields, simple workup procedure and easy recovery and reusability of the catalyst. This protocol has been applied for the synthesis of active pharmaceutical ingredients atenolol, propranolol and ranolazine.

Aminopropyl carbazole analogues as potent enhancers of neurogenesis

Neural stem cells are multipotent and self-renewing cells that can differentiate into new neurons and hold great promise for treating various neurological disorders including multiple sclerosis, Parkinson's disease, and Alzheimer's disease. Small molecules that can trigger neurogenesis and neuroprotection are particularly useful not only because of their therapeutic implications but also because they can provide an invaluable tool to study the mechanisms of neurogenesis. In this report, we have developed and screened 25 aminopropyl carbazole derivatives that can enhance neurogenesis of cultured neural stem cells. Among these analogues, compound 9 demonstrated an excellent proneurogenic and neuroprotective activity with no apparent toxicity. We believe that compound 9 can serve as an excellent lead to develop various analogues and to study the underlying mechanisms of neurogenesis.

Efficient solvent-free aminolysis of epoxides under (C4H 12N2)2[BiCl6]Cl·H 2O catalysis

An efficient and rapid procedure for ring opening of various epoxides with aromatic, aliphatic and heterocyclic amines is developed at room temperature under solvent-free conditions in the presence of (C4H 12N2)2[BiCl6]Cl·H 2O (1 mol %). This catalyst can be reused several times without losing of its activity.

Nano-TiO2: An efficient and reusable heterogeneous catalyst for ring opening of epoxides under solvent-free conditions

Nano-TiO2 is an effective heterogeneous catalyst for the ring opening of epoxides with aromatic amines to afford-amino alcohols in good to excellent yields at room temperature under solvent-free conditions. It was found that the catalyst is recyclable, and the activity of the catalyst was not weakened markedly even after several reaction cycles. In addition, the catalytic activity of TiO2 strongly depends on particle size or surface area.

Highly regioselective and efficient synthesis of aminoepoxides by ring closure of aminohalohydrins mediated by KF-Celite

The regioselective synthesis of several aminoepoxides has been achieved without observing any trace of azetidinols, which are usually reported as the exclusive reaction products when aminohalohydrins are treated with bases. The use of the mild supported base KF-Celite in refluxing acetonitrile is crucial for modulating the excellent regioselectivity observed. Georg Thieme Verlag Stuttgart . New York.

Microwave-enhanced catalyst-free aminolysis of epoxides with anilines in aqueous phase: Efficient synthesis of β-amino secondary alcohols

β-Amino secondary alcohols were formed by aminolysis of epichlorohydrin and styrene oxide with aromatic amines using aqueous ethanol (1:1) as the solvent in conjunction with microwave irradiation without a catalyst. The methodology is fast, efficient, hig

Al(OTf)3-mediated epoxide ring-opening reactions: Toward piperazine-derived physiologically active products

(Chemical Equation Presented) Al(OTf)3 is a good catalyst for the ring opening of epoxides, forming β-amino alcohols bearing the piperazine motif. Two different strategies were examined, where the glycidyl ether resided on one-half of the molec

Mild and efficient synthesis of β-amino alcohols by antimony trichloride catalysed opening of epoxides

Nucleophilic opening of epoxides with aniline derivatives in the presence of catalytic amount of antimony trichloride in acetonitrile at room temperature afford the corresponding β-amino alcohols in excellent to very good yield.