Ethyl (2Z)-chloro[(4-methoxyphenyl)hydrazono]ethanoate

Ethyl (2Z)-chloro[(4-methoxyphenyl)hydrazono]ethanoate Basic information
Product Name:Ethyl (2Z)-chloro[(4-methoxyphenyl)hydrazono]ethanoate
Synonyms:Acetic acid, chloro[(4-Methoxyphenyl)hydrazono]-, ethyl ester, (2Z)-;Ethyl (2Z)-chloro[(4-methoxyphenyl)hydrazono]ethanoate;(2Z)-2-Chloro-2-[2-(4-methoxyphenyl)hydrazinylidene]acetic acid ethyl ester;Ethyl (2Z)-chloro[(4-methoxyphenyl)hydrazono]acetate;Apixaban I;ethyl (2Z)-2-chloro-2-[2-(4-methoxyphenyl)hydrazin-1-ylidene]acetate;Apixaban Impurity O;Apixaban int
CAS:473927-63-8
MF:C11H13ClN2O3
MW:256.69
EINECS:696-101-8
Product Categories:473927-63-8
Mol File:473927-63-8.mol
Ethyl (2Z)-chloro[(4-methoxyphenyl)hydrazono]ethanoate Structure
Ethyl (2Z)-chloro[(4-methoxyphenyl)hydrazono]ethanoate Chemical Properties
Boiling point 349.0±44.0 °C(Predicted)
density 1.23
vapor pressure 0.008Pa at 25℃
pka11.63±0.10(Predicted)
InChIInChI=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/b14-10-
InChIKeyATNPZEGMKLGIFA-UVTDQMKNSA-N
SMILESC(OCC)(=O)/C(/Cl)=N/NC1=CC=C(OC)C=C1
LogP2.53
Safety Information
MSDS Information
Ethyl (2Z)-chloro[(4-methoxyphenyl)hydrazono]ethanoate Usage And Synthesis
UsesEthyl (2Z)-chloro[(4-methoxyphenyl)hydrazono]ethanoate can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development and chemical and pharmaceutical production processes.
SynthesisSynthesis_473927-63-8
Preparation of ethyl (2Z)-chloro[(4-methoxyphenyl)hydrazono]ethanoate To p-anisidine (16 g, 0.129 mol) in conc. HCL (40 mL), 100 mL) H2O, cooled to -5?? C. and sodium nitrite (9.4 g, 0.136 mol) in H2O (60 mL) was added. The reaction mixture was stirred at -5?? C. for 20 min and a mixture of ethylchloroacetoacetate (22 g, 0.133 mol), ethanol (100 mL), sodiumacetate (32 g, 0.389 mmol), and H2O (400 mL) was added. The reaction was allowed to warm up to room temperature and stirred for 2h. The product precipitated as a black solid. It was filtered and dried (30 g). 1H-NMR (CDCl3) |? 8.28 (s, 1H), 7.18 (d, 2H), 6.90 (d, 2H), 4.41 (q, 2H), 3.80 (s, 3H), 1.42 (t, 3H) ppm.
Ethyl (2Z)-chloro[(4-methoxyphenyl)hydrazono]ethanoate Preparation Products And Raw materials
Raw materialsEthyl 2-chloroacetoacetate-->Sodium acetate-->p-Anisidine-->Ethyl chloroacetate
Preparation ProductsApixaban Impurity 17
1-(4-Methoxyphenyl)-6-(4-(2-Methyl-6-oxopiperidin-1-yl)phenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxaMide Apixaban Impurity 13 ethyl 1-(4-methoxyphenyl)-6-(4-nitrophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate 1-(4-(2-methyl-6-oxopiperidin-1-yl)phenyl)-3-morpholino-5,6-dihydropyridin-2(1H)-one 3-Chloro-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one 1-(4-Nitrophenyl)-2-piperidinone Apixaban Impurity 16 ETHYL (2E)-CHLORO[(4-CHLOROPHENYL)HYDRAZONO]ACETATE Apixaban 1-(4-AMinophenyl)-5,6-dihydro-3-(4-Morpholinyl)-2(1h)-pyridinone 3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one 3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one 1-(4-IODO-PHENYL)-PIPERIDIN-2-ONE 1-(4-Hydroxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide ethyl 6-(4-aMinophenyl)-1-(4-Methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate Apixaban IMpurity(BMS-591329-01) 3,3-Dichloro-1-(4-nitrophenyl)piperidin-2-one Apixaban IMpurity 2

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