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Usage

Uses

Used in Polyurethane Industry:
4-(4-Isocyanatophenyl)Morpholin-3-one (4-(4-isocyanatophenyl)-3-Morpholinone) is used as a key chemical intermediate for the production of polyurethane foams and elastomers. Its reactivity and ability to form stable bonds make it an essential component in creating durable and versatile polyurethane materials.
Used in Adhesives Manufacturing:
In the adhesives industry, 4-(4-Isocyanatophenyl)Morpholin-3-one (4-(4-isocyanatophenyl)-3-Morpholinone) is used as a reactive component to enhance the bonding properties of adhesives. Its ability to form strong cross-linked structures contributes to the development of high-performance adhesives for various applications.
Used in Coatings Production:
4-(4-Isocyanatophenyl)Morpholin-3-one (4-(4-isocyanatophenyl)-3-Morpholinone) is utilized in the manufacturing of coatings to improve their durability, flexibility, and resistance to environmental factors. Its incorporation into coating formulations results in enhanced performance and longevity of the final product.
Used in Sealants Industry:
In the sealants industry, 4-(4-Isocyanatophenyl)Morpholin-3-one (4-(4-isocyanatophenyl)-3-Morpholinone) is used as a critical ingredient to create sealants with excellent adhesion, elasticity, and resistance to various environmental conditions. Its presence in sealant formulations ensures a reliable and long-lasting seal in a wide range of applications.

Upstream product

• 122-98-5 2-Anilinoethanol 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 438056-69-0 4-(4-aminophenyl)morpholin-3-one 
• 29518-11-4 4-phenylmorpholin-3-one 
• 503-38-8 trichloromethyl chloroformate 

Downstream Products

• 366789-02-8 Rivaroxaban 
• 721401-53-2 5-chloro-N-{(R)‐2‐hydroxy‐3‐[4‐(3-oxo-4-morpholinyl)phenylamino]-propyl}thiophene-2-carboxamide 
• 446292-10-0 4-[4-[(5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl]morpholine-3-one 
• 1349248-79-8 4-{4-[(5R)-5-(azidomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}-morpholin-3-one 
• 1252018-28-2 4-{4-[(5R)-5-(chloromethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}morpholin-3-one 
• 1416129-92-4 tert-butyl {(5S)-3-[4-(3-oxo-4-morpholinyl)phenyl]-2-oxo-1,3-oxazolidin-5-yl}methylcarbamate 
• 1372665-04-7 4-{4-[(5S)-5-((dibenzylamino)methyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}morpholin-3-one 
• 1424942-78-8 4-{4-[(5S)-5-(N-benzylaminomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}morphoIin-3-one 
• 446292-08-6 2-({(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1,3-oxazolidin-5-yl}methyl)-1H-isoindole-1,3(2H)-dione 
• 1414932-72-1 4-{4-[(S)-5-[(((4-chlorophenyl)methylene)amino)methyl]-2-oxo-1,3-oxazolidin-3-yl]phenyl}-morpholin-3-one 

Relevant academic research and scientific papers

METHOD FOR PREPARING RIVAROXABAN INTERMEDIATE

A method for preparing a Rivaroxaban intermediate I is presented, including the following step: in a non-protonic solvent, under the effect of lewis acid, performing cyclization reaction on 4-(4-phenyl isocyanate)morpholine-3-ketone (II) and (S)-epoxy compound (III), the reaction temperature ranging from 20° C. to 60° C., where R is amino replaced by amino protecting group. The preparation method of the present invention has a mild condition, a simple process, a low cost, and high efficiency; the product is easy to purify and the method is applicable to industrial production.

METHOD FOR PREPARING RIVAROXABAN INTERMEDIATE

Disclosed is a method for preparing a Rivaroxaban intermediate I, comprising the following step: in a non-protonic solvent, under the effect of lewis acid, performing cyclization reaction on 4-(4-phenyl isocyanate)morpholine-3-ketone (II) and (S)-epoxy compound (III), the reaction temperature ranging from 20° C to 60° C, where R is amino replaced by amino protecting group. The preparation method of the present invention has a mild condition, a simple process, a low cost, and high efficiency; the product is easy to purify and the method is applicable to industrial production.

PROCESSES FOR PREPARING RIVAROXABAN

Processes and intermediates for preparing rivaroxaban, and analogs and derivatives thereof, and pharmaceutically acceptable salts of each of the foregoing, are described herein.

An approach to the anticoagulant agent rivaroxaban via an isocyanate-oxirane cycloaddition promoted by MgI2.etherate

A convergent and efficient synthesis of anticoagulant rivaroxaban was developed using the cycloaddition of commercially available (R)-epichlorohydrin with 4-(morpholin-3-one)phenyl isocyanate catalysed by MgI2 etherate as the key step, in 22% overall yield.

Method for the preparation of rivaroxaban

The present invention relates to the use of a compound having the formula (II) for the preparation of a compound having the formula (V). Methods of preparing the compound having the formula (V) using the compound having the formula (II) are also described. Individual reaction steps as well as intermediates are additionally claimed.

METHOD FOR THE PREPARATION OF RIVAROXABAN

The present invention relates to the use of a compound having the formula (II) for the preparation of a compound having the formula (V). Methods of preparing the compound having the formula (V) using the compound having the formula (II) are also described. Individual reaction steps as well as intermediates are additionally claimed.