1H-ISOINDOLE-1,3(2H)-DIONE, 2-[[(5S)-2-OXO-3-[4-(3-OXO-4-MORPHOLINYL)PHENYL]-5-OXAZOLIDINYL]METHYL]-
Uses- Product Name
- 1H-ISOINDOLE-1,3(2H)-DIONE, 2-[[(5S)-2-OXO-3-[4-(3-OXO-4-MORPHOLINYL)PHENYL]-5-OXAZOLIDINYL]METHYL]-
- CAS No.
- 446292-08-6
- Chemical Name
- 1H-ISOINDOLE-1,3(2H)-DIONE, 2-[[(5S)-2-OXO-3-[4-(3-OXO-4-MORPHOLINYL)PHENYL]-5-OXAZOLIDINYL]METHYL]-
- Synonyms
- (S)-2-((2-oxo-3-(4-(3-oxoMorpholino)phenyl)oxazolidin-5-yl)Methyl)isoindoline-1,3-dione;Rivaroxaban-5;C22HjgNzO6;Rivaroxaban G;Rivaroxaban ImpVI;2-Amino-13-picoline;RIVAROXABAN EP IMP G;Rivaroxaban Intermediate5;Rivaroxaban EP Impurity G;Rivaroxaban Impurities365
- CBNumber
- CB92468058
- Molecular Formula
- C22H19N3O6
- Formula Weight
- 421.4
- MOL File
- 446292-08-6.mol
1H-ISOINDOLE-1,3(2H)-DIONE, 2-[[(5S)-2-OXO-3-[4-(3-OXO-4-MORPHOLINYL)PHENYL]-5-OXAZOLIDINYL]METHYL]- Property
- Melting point:
- 213-215°C
- Boiling point:
- 702.9±55.0 °C(Predicted)
- Density
- 1.465±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
- pka
- 0.99±0.20(Predicted)
- form
- Solid
- color
- White to Off-White
- Water Solubility
- 12mg/L at 20℃
- InChI
- InChI=1S/C22H19N3O6/c26-19-13-30-10-9-23(19)14-5-7-15(8-6-14)24-11-16(31-22(24)29)12-25-20(27)17-3-1-2-4-18(17)21(25)28/h1-8,16H,9-13H2/t16-/m1/s1
- InChIKey
- KUQNYAUTIWQAKY-MRXNPFEDSA-N
- SMILES
- C1(=O)C2=C(C=CC=C2)C(=O)N1C[C@@H]1OC(=O)N(C2=CC=C(N3CCOCC3=O)C=C2)C1
- LogP
- -0.2 at 25℃
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- P385850
- Product name
- 4-[4-[(5S)-5-Phthalimidomethyl-2-oxo-3-oxazolidinyl]phenyl]-3-morpholinone
- Packaging
- 25mg
- Price
- $120
- Updated
- 2021/12/16
- Product number
- P385850
- Product name
- 4-[4-[(5S)-5-Phthalimidomethyl-2-oxo-3-oxazolidinyl]phenyl]-3-morpholinone
- Packaging
- 50mg
- Price
- $155
- Updated
- 2021/12/16
- Product number
- P385850
- Product name
- 4-[4-[(5S)-5-Phthalimidomethyl-2-oxo-3-oxazolidinyl]phenyl]-3-morpholinone
- Packaging
- 100mg
- Price
- $185
- Updated
- 2021/12/16
- Product number
- Z6156
- Product name
- 1H-Isoindole-1,3(2H)-dione,2-[[(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-5-oxazolidinyl]methyl]-
- Packaging
- 1g
- Price
- $143
- Updated
- 2021/12/16
- Product number
- 092112
- Product name
- (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)-oxazolidin-5-yl)methyl)isoindoline-1,3-dione
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $439
- Updated
- 2021/12/16
1H-ISOINDOLE-1,3(2H)-DIONE, 2-[[(5S)-2-OXO-3-[4-(3-OXO-4-MORPHOLINYL)PHENYL]-5-OXAZOLIDINYL]METHYL]- Chemical Properties,Usage,Production
Uses
1H-isoindole-1,3(2H)-dione, 2-[[(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-5-oxazolidinyl]methyl]- is an important intermediate for the synthesis of rivaroxaban, which is an anticoagulant and the first orally active direct factor Xa inhibitor.
Chemical Properties
White Solid
Uses
Rivaroxaban intermediate.
Flammability and Explosibility
Non flammable
Synthesis
1325210-64-7
161596-47-0
446292-08-6
The general procedure for the synthesis of 2-[[(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-5-oxazolidinyl]methyl]-1H-isoindole-1,3(2H)-dione from 4-(3-oxomorpholinyl)phenyl isocyanate and (S)-2-(ethoxylen-2-ylmethyl)isoindoline-1,3-dione was as follows: the (S)- 2-(oxiran-2-ylmethyl)isoindoline-1,3-dione (4.56 g, 22.46 mmol, 1.3 eq.) and 4-(4-isocyanatophenyl)morpholin-3-one (3.77 g, 17.29 mmol) were dissolved in isoamyl acetate (70 mL), respectively. The reaction mixture was heated to 120 °C, followed by the addition of magnesium chloride (0.12 g, 1.28 mmol). After the reaction lasted for 4 h, a white solid product (6.97 g, 95.5% yield) was obtained by filtration. The product was confirmed by mass spectrometry by ESI-MS (m/z): 422 (M + H), 444 (M + Na); 1H NMR (400 MHz, CDCl3) δ: 3.74 (m, 2H), 3.94 (m, 4H), 4.10 (m, 2H), 4.32 (s, 2H), 4.98 (m, 1H), 7.34 (d, 2H), and 7.56 (d, 2H), 7.75 (m, 2H), 7.88 (m, 2H) were characterized by NMR; HPLC purity was 98.82%.
References
[1] Patent: EP2837628, 2015, A1. Location in patent: Paragraph 0029
[2] Patent: US2015/38704, 2015, A1. Location in patent: Paragraph 0048-0051
1H-ISOINDOLE-1,3(2H)-DIONE, 2-[[(5S)-2-OXO-3-[4-(3-OXO-4-MORPHOLINYL)PHENYL]-5-OXAZOLIDINYL]METHYL]- Preparation Products And Raw materials
Raw materials
Preparation Products
1H-ISOINDOLE-1,3(2H)-DIONE, 2-[[(5S)-2-OXO-3-[4-(3-OXO-4-MORPHOLINYL)PHENYL]-5-OXAZOLIDINYL]METHYL]- Suppliers
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View Lastest Price from 1H-ISOINDOLE-1,3(2H)-DIONE, 2-[[(5S)-2-OXO-3-[4-(3-OXO-4-MORPHOLINYL)PHENYL]-5-OXAZOLIDINYL]METHYL]- manufacturers
- Product
- (R)-2-((2-oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione 446292-08-6
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-19
- Product
- 2-[[(5S)-2-Oxo-3-[4-(3-oxo-4- morpholinyl)phenyl]-5- oxazolidinyl]methyl]-1H-isoindole- 1,3(2H)-dione 446292-08-6
- Price
- US $0.00-0.00/Kg
- Min. Order
- 1Kg
- Purity
- 99%
- Supply Ability
- 1-10000kgs
- Release date
- 2023-05-25
- Product
- 1H-ISOindole-1,3(2H) -Dione, 2-[[(5S)-2-OXO-3-[4-(3-OXO-4-MORPHolinyl)PHENYL] -5-OXAZolidinyl]METHYL]- 446292-08-6
- Price
- US $30.00-28.00/Kg
- Min. Order
- 1Kg
- Purity
- 99.0% up
- Supply Ability
- 50 tons per month
- Release date
- 2022-10-06