1414932-73-2

Basic information

• Product Name: (S)-4-(4-{5-[(benzylidene-amino)-methyl]-2-oxo-oxazolidine-3-yl}-phenyl)-morpholin-3-one
• Synonyms: (S)-4-(4-{5-[(benzylidene-amino)-methyl]-2-oxo-oxazolidine-3-yl}-phenyl)-morpholin-3-one
• CAS NO: 1414932-73-2
• Molecular Weight: 379.415
• Mol File: 1414932-73-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (S)-4-(4-{5-[(benzylidene-amino)-methyl]-2-oxo-oxazolidine-3-yl}-phenyl)-morpholin-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-(4-{5-[(benzylidene-amino)-methyl]-2-oxo-oxazolidine-3-yl}-phenyl)-morpholin-3-one(1414932-73-2)
• EPA Substance Registry System: (S)-4-(4-{5-[(benzylidene-amino)-methyl]-2-oxo-oxazolidine-3-yl}-phenyl)-morpholin-3-one(1414932-73-2)

Safety Data

• Hazardous Substances Data: 1414932-73-2(Hazardous Substances Data)

Upstream product

• 106-40-1 4-bromo-aniline 
• 1252018-07-7 methyl N-[4-(3-oxo-4-morpholinyl)phenyl]carbamate 
• 1345879-72-2 (S)(E,Z)-N-benzylidene-1-(oxiran-2-yl)methanamine 
• 1313613-18-1 [4-(3-oxo-morpholin-4-yl)phenyl]carbamic acid benzyl ester 
• 224323-52-8 (S)(E,Z)-1-(benzylideneamino)-3-chloropropan-2-ol 
• 635301-86-9 [4-(3-oxo-morpholin-4-yl)-phenyl]-carbamic acid 4-nitro-phenyl ester 
• 438056-69-0 4-(4-aminophenyl)morpholin-3-one 
• 1414932-71-0 dodecyl (4-(3-oxomorpholin)phenyl)carbamate 
• 100-52-7 benzaldehyde 

Downstream Products

• 366789-02-8 Rivaroxaban 
• 446292-10-0 4-[4-[(5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl]morpholine-3-one 
• 898543-06-1 4-{4-[(5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidine-3-yl]phenyl}morpholin-3-one hydrochloride 

Relevant articles and documents

Preparation method of rivaroxaban intermediate

The invention discloses a preparation method of a Rivaroxaban intermediate. The preparation method includes the following steps that (1) in existence of an organic lithium salt or the organic lithiumsalt and an inorganic lithium salt, a compound in a following formula I is reacted with a compound in a following formula II to obtain a compound in a following formula III; and (2) the compound in the formula III is subjected to an acidification reaction in existence of inorganic acid HX, the Rivaroxaban intermediate shown in a following formula IV is obtained, wherein R in the compound in the formula I is selected from methyl, isopropyl, normal-butyl and phenyl or benzyl, and the inorganic acid HX is selected from hydrochloric acid or sulfuric acid. The preparation method is easy to operateand high in yield, and industrial production and patent medicine quality control are convenient.

NOVEL METHOD FOR SYNTHESIZING RIVAROXABAN INTERMEDIATE, 4-{4-[(5S)-5-(AMINOMETHYL)-2-OXO-1,3-OXAZOLIGDIN-3-YL]PHENYL}MORPHOLIN-3-ONE

The present invention discloses novel methods for synthesizing Rivaroxaban intermediate, i.e., 4- {4-[(5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl} morpholin-3-one. The novel methods provided in the present invention involve mild reaction conditions, convenient operations, easy purification, and low production costs, and thus the process is environmental-friendly and suitable for industrial production.

PROCESS FOR OBTAINING RIVAROXABAN AND INTERMEDIATE THEREOF

This invention relates to a procedure for obtaining a thiophene-2-carboxamide compound, specifically rivaroxaban, which comprises the (i) fragmentation of the N=C bond of a compound of formula 23 where R1 is selected among hydrogen, halogen, and (C1-C6)alkyl; and (ii) acylation of the resulting intermediate with 5-chloro-tiofen-2-carbonyl chloride in a solvent medium, in the presence of a base. The invention also relates to the compounds of formula 23 and their use in the obtention of rivaroxaban.