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

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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
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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℃
pka
11.63±0.10(Predicted)
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/b14-10-
InChIKey
ATNPZEGMKLGIFA-UVTDQMKNSA-N
SMILES
C(OCC)(=O)/C(/Cl)=N/NC1=CC=C(OC)C=C1
LogP
2.53
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Ethyl (2Z)-chloro[(4-methoxyphenyl)hydrazono]ethanoate Usage And Synthesis

Uses

Ethyl (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.

Synthesis


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.

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