| Identification | Back Directory | [Name]
2-AMino-N-(5-chloropyridin-2-yl)-5-MethoxybenzaMide | [CAS]
280773-17-3 | [Synonyms]
-5-methoxybenzamide
Betrixaban Impurity 4
Betrixaban 2-Amino Impurity
2-Amino-N-(5-chloropyridin-2-yl)
2-Amino-N-(5-chloro-2-pyridyl)-5-methoxybenzamide
2-AMino-N-(5-chloro-2-pyridinyl)-5-MethoxybenzaMide
2-AMino-N-(5-chloropyridin-2-yl)-5-MethoxybenzaMide
N-(5-chloro-pyridin-2-yl)-5-Methoxy-2-aMinobenzaMide
Benzamide, 2-amino-N-(5-chloro-2-pyridinyl)-5-methoxy-
N-(5-chloropyridin-2-yl)-2-yl)-5-methoxy-2-aminobenzamide | [EINECS(EC#)]
923-755-6 | [Molecular Formula]
C13H12ClN3O2 | [MDL Number]
MFCD12841614 | [MOL File]
280773-17-3.mol | [Molecular Weight]
277.71 |
| Chemical Properties | Back Directory | [Boiling point ]
396.9±42.0 °C(Predicted) | [density ]
1.390 | [storage temp. ]
Keep in dark place,Sealed in dry,2-8°C | [pka]
11.19±0.70(Predicted) | [Appearance]
Light yellow to yellow Solid | [InChI]
InChI=1S/C13H12ClN3O2/c1-19-9-3-4-11(15)10(6-9)13(18)17-12-5-2-8(14)7-16-12/h2-7H,15H2,1H3,(H,16,17,18) | [InChIKey]
GCCIHZVIPXGAPR-UHFFFAOYSA-N | [SMILES]
C(NC1=NC=C(Cl)C=C1)(=O)C1=CC(OC)=CC=C1N |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of N-(5-chloro-2-pyridinyl)-5-methoxy-2-nitrobenzamide from N-(5-chloro-2-pyridinyl)-5-methoxy-2-aminobenzamide: N-(5-chloro-2-pyridinyl)-5-methoxy-2-nitrobenzamide (30 g, 1.0 eq.) was suspended in methanol (300 ml, 10 v/v) and added with ferric chloride (1.58 g, 0.1 eq.) and heated to reflux. Subsequently, hydrazine hydrate (80%, 24.4 g, 4.0 eq.) was slowly added dropwise and the reaction was kept under reflux conditions for 6 hours. The reaction was monitored by HPLC until the peak area of the feedstock was less than 0.3%. After completion of the reaction, most of the solvent was removed by concentration under reduced pressure and cooled to room temperature. Ethyl acetate was added and stirred for 1 hour. The organic phase was washed sequentially with water and saturated brine, separated and dried over anhydrous sodium sulfate. Finally, concentrated to dryness under reduced pressure to obtain a light yellow solid product. The purity of the product was greater than 98% and the yield was 93%. | [References]
[1] Patent: CN108586325, 2018, A. Location in patent: Paragraph 0021; 0030-0036
[2] Patent: US2007/112039, 2007, A1. Location in patent: Page/Page column 10-11
[3] Patent: WO2008/57972, 2008, A1. Location in patent: Page/Page column 32-33; 45-46
[4] Patent: US2008/153876, 2008, A1. Location in patent: Page/Page column 24-25
[5] Patent: WO2011/84519, 2011, A1. Location in patent: Page/Page column 38-39 |
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