| Identification | Back Directory | [Name]
Acetic acid, 2-chloro-2-[2-(4-methoxyphenyl)hydrazinylidene], ethyl ester | [CAS]
27143-07-3 | [Synonyms]
Apixaban-2
hydrazono)
Ethyl chloro
RSYY（Avanafil)-38
RSYY（Avanafil)-43
Apixaban Impurity B
Apixaban Impurity 158
Apixaban Intermediate 1
Impurity of apixaban382
Apixaban ethyl chloroacetate
Ethyl 2-chloro-2-(2-(4-methoxyphenyl)
Ethyl chloro[(4-methoxyphenyl)hydrazono]acetat
Ethyl [(4-methoxyphenyl)hydrazono]chloroacetate
2-chloro-2-[2-(4-methoxyphenyl)hydrazinylidene]
Ethyl chloro[(4-methoxyphenyl)hydrazono]acetate
(Z)- Ethyl chloro[(4-Methoxyphenyl)hydrazono]acetate
ethyl 2-chloro-2-[(4-methoxyphenyl)hydrazono]acetate
Ethyl 2-chloro-2-(2-(4-Methoxyphenyl)hydrazono)acetate
thyl chloro[2-(4-methoxyphenyl)hydrazinylidene]acetate
ethyl chloro[2-(4-Methoxyphenyl)hydrazinylidene]acetate
(Z)-Ethyl-2-C-2-(2-(4-Methoxy Phenyl) Hydrazone acetate
Ethyl 2-chloro-2-[2-(4-methyoxyphenyl)hydrazono]acetate
Chloro((4-Methoxyphenyl)hydrazone)acetic acid ethyl ester
Ethyl(z)-2-chloro-2-(2-(4-Methoxyphenyl)hydrazono)acetate
Chloro[(4-methoxyphenyl)hydrazono]acetic acid ethyl ester
(Z)-ethyl 2-chloro-2-(2-(4-Methoxyphenyl)hydrazono)acetate
ethyl 2-chloro-2-[(4-methoxyphenyl)hydrazinylidene]acetate
2-chloro-2-[2-(4-Methoxyphenyl)hydrazinylidene], ethyl ester
Acetic acid, chloro[(4-methoxyphenyl)hydrazono]-, ethyl ester
ethyl (2Z)-2-chloro-2-[(4-methoxyphenyl)hydrazinylidene]acetate
2-chloro-2-[2-(4-methoxyphenyl)hydrazinylidene] Apixaban Impurity 18
Ethyl 2-chloro-2-(2 -(4-methoxyphenyl)hydrazono)acetate chloro ester
(Z)-Ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate
(Apixaban)
Acetic acid, 2-chloro-2-[2-(4-methoxyphenyl)hydrazinylidene], ethyl este
2-chloro-2-[2-(4-Methoxyphenyl)hydrazinylidene] acetic acid, ethyl ester
Acetic acid, 2-chloro-2-[2-(4-methoxyphenyl)hydrazinylidene], ethyl ester
1. 2-chloro-2-[2-(4-Methoxyphenyl)hydrazinylidene]acetic acid ethyl ester
Aceticacid,2-chloro-2-[2-(4-methoxyphenyl)hydrazinylidene]-,ethylester,(8Z)-
Apixaban intermediates，Ethyl chloro[2-(4- methoxyphenyl)hydrazinylidene]acetate
1-(4-methoxyphenyl)-4-(2-((4-(2-oxopiperidin-1-yl)phenyl)amino)ethyl)-1H-pyrazole-3,5-dicarboxamide
Ethyl chloro[(4-methoxyphenyl)hydrazono]acetate
Chloro[(4-methoxyphenyl)hydrazono]acetic acid ethyl ester
ethyl 7-chloro-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate，Aceticacid,2-chloro-2-[2-(4- methoxyphenyl)hydrazinylidene], ethyl ester | [EINECS(EC#)]
608-053-7 | [Molecular Formula]
C11H13ClN2O3 | [MDL Number]
MFCD00446053 | [MOL File]
27143-07-3.mol | [Molecular Weight]
256.686 |
| Chemical Properties | Back Directory | [Melting point ]
94℃ | [Boiling point ]
349.0±44.0 °C(Predicted) | [density ]
1.23 | [storage temp. ]
Sealed in dry,2-8°C | [solubility ]
Chloroform (Sparingly), Methanol (Slightly) | [form ]
Solid | [pka]
11.63±0.10(Predicted) | [color ]
Yellow to Dark Yellow | [InChI]
InChI=1S/C11H13ClN2O3/c1-3-17-11(15)10(12)14-13-8-4-6-9(16-2)7-5-8/h4-7,13H,3H2,1-2H3 | [InChIKey]
ATNPZEGMKLGIFA-UHFFFAOYSA-N | [SMILES]
C(OCC)(=O)C(Cl)=NNC1=CC=C(OC)C=C1 |
| Hazard Information | Back Directory | [Physical properties]
Light yellow to dark yellow solid | [Uses]
Acetic acid, 2-chloro-2-[2-(4-methoxyphenyl)hydrazinylidene], ethyl ester is an ester derivative and can be used as an intermediate in the synthesis of apixaban. | [Synthesis]
Step-1:Water (600 ml) was added to p-anisidine (100 g) at room temperature and the resulting mixture was cooled to 10°C, followed by the addition of concentrated hydrochloric acid (133.5 g). The resulting mixture was cooled to —5°C to 0°C, followed by portion-wise addition of 40 % aqueous sodium nitrite solution over 45 minutes to 1 hour. The resulting mass was stirred for 1 hour 30 minutes at —5°C to0°C, followed by slow addition of 11 % sulfamic acid solution over 1 hour to 1 hour 30 minutes to produce a reaction mass (first part).Step-2:Sodium acetate (146 g) was added to water (300 ml) at room temperature and then stirred for 10 minutes to 15 minutes, followed by the addition of ethyl 2-chloroacetoacetate (160.4g) and acetone (300 ml) at room temperature to form a reaction mixture. The resulting mixture was cooled to 0°C. The resulting mixture was added to the reaction mass (first part) obtained in step-i at —5°C to 0°C and then stirred for 1 hour at the same temperature. Acetone (200 ml) was added to the resulting mass and stirred for 30 minutes at —5°C to 0°C. The resulting mass was settled for 5 hours at —5°C to 0°Cand then filtered the solid. Methanol (150 ml) was added to the resulting solid at room temperature and then stirred for 2 hours at the same temperature. Ethyl 2-chloro-2-(2-(4-methoxyphenyl) hydrazone)acetate was obtained through further purity. | [References]
[1] Patent: CN104513239, 2017, B. Location in patent: Paragraph 0197; 0238; 0243; 0244
[2] European Journal of Medicinal Chemistry, 2016, vol. 123, p. 431 - 446
[3] Patent: CN107400131, 2017, A. Location in patent: Paragraph 0026; 0031; 0042-0044
[4] Patent: CN105384739, 2016, A. Location in patent: Paragraph 0391; 0392; 0393
[5] Patent: CN104395312, 2016, B. Location in patent: Paragraph 0396; 0451-0455; 0501; 0502-0506 |
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