Chloro[(4-methoxyph...

Chloro[(4-methoxyphenyl)hydrazono]acetic acid ethyl ester
Chloro[(4-methoxyphenyl)hydrazono]acetic acid ethyl ester
Chloro[(4-methoxyphenyl)hydrazono]acetic acid ethyl ester
Chloro[(4-methoxyphenyl)hydrazono]acetic acid ethyl ester

Chloro[(4-methoxyphenyl)hydrazono]acetic acid ethyl ester

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  • Purity: 99.9% by HPLC
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Keywords

Chloro[(4-methoxyphenyl)hydrazono]acetic acid ethyl ester Ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate Apixaban intermediate

Quick Details

  • Appearance:White crystallization
  • Application:Butyldimethylsilyloxyethylcarboxyet
  • PackAge:25kg/drum
  • ProductionCapacity:10|Metric Ton|Day
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Product Name: Ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate
Synonyms: 2-chloro-2-[2-(4-methoxyphenyl)hydrazinylidene];ethyl 2-chloro-2-[(4-methoxyphenyl)hydrazinylidene]acetate;Apixaban Impurity B;(Z)-Ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate (Apixaban);Apixaban-2;1-(4-methoxyphenyl)-4-(2-((4-(2-oxopiperidin-1-yl)phenyl)amino)ethyl)-1H-pyrazole-3,5-dicarboxamide;Chloro[(4-methoxyphenyl)hydrazono]acetic acid ethyl ester;Ethyl chloro[(4-methoxyphenyl)hydrazono]acetate
CAS: 27143-07-3
MF: C11H13ClN2O3
MW: 256.69
EINECS: 608-053-7
Product Categories: 27143-07-3
Mol File: 27143-07-3.mol
Ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate Structure
 
Ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate Chemical Properties
Melting point  94℃
Boiling point  349.0±44.0 °C(Predicted)
density  1.23
storage temp.  2-8°C
solubility  Chloroform (Sparingly), Methanol (Slightly)
form  Solid
pka 11.63±0.10(Predicted)
color  Yellow to Dark Yellow

Details:

Ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate Usage And Synthesis
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.
 
Ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate Preparation Products And Raw materials
Raw materials p-Anisidine-->Ethyl 4-chloroacetoacetate

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