(Z)-Ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

Base Information

• Chemical Name: (Z)-Ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate
• CAS No.: 27143-07-3
• Molecular Formula: C11H13ClN2O3
• Molecular Weight: 256.689
• Hs Code.: 2928000090
• European Community (EC) Number: 608-053-7,696-101-8
• UNII: 43L26MP83M
• Mol file: 27143-07-3.mol

Synonyms:27143-07-3;Ethyl chloro[(4-methoxyphenyl)hydrazono]acetate;(Z)-Ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate;473927-63-8;ethyl (2Z)-2-chloro-2-[(4-methoxyphenyl)hydrazinylidene]acetate;Ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate;Acetic acid, 2-chloro-2-[2-(4-methoxyphenyl)hydrazinylidene]-, ethyl ester;ethyl (Z)-2-chloro-2-(2-(4-methoxyphenyl)hydrazineylidene)acetate;ethyl chloro((4-methoxyphenyl)hydrazono)acetate;Chloro[(4-methoxyphenyl)hydrazono]acetic acid ethyl ester;Acetic acid, 2-chloro-2-[2-(4-methoxyphenyl)hydrazinylidene], ethyl ester;Acetic acid, chloro[(4-methoxyphenyl)hydrazono]-, ethyl ester;ethyl 2-chloro-2-[2-(4-methoxyphenyl)hydrazin-1-ylidene]acetate;43L26MP83M;ethyl (Z)-2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate;CS-M1832;AKOS015951073;AC-26372;AS-19748;AM20090751;ethyl [(4-methoxyphenyl)hydrazono]-chloroacetate;A846990;J-520020;J-520727;Z57468014;(Z)-Ethyl2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate;Ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate, (Z)-;Ethyl (2Z)-2-chloro-2-[2-(4-methoxyphenyl)hydrazinylidene]acetate;Ethyl (Z)-2-chloro-2-[2-(4-methoxyphenyl)hydrazin-1-ylidene]acetate;Acetic acid, 2-chloro-2-[2-(4-methoxyphenyl)hydrazinylidene]-, ethyl ester, (2Z)-

Chemical Property of (Z)-Ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 94 ºC
• Refractive Index: 1.533
• Boiling Point: 348.955 ºC at 760 mmHg
• PKA: 11.63±0.10(Predicted)
• Flash Point: 164.842 ºC
• PSA: 59.92000
• Density: 1.231 g/cm³
• LogP: 2.29550
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 256.0614700
• Heavy Atom Count: 17
• Complexity: 276

Purity/Quality:

99% ^*data from raw suppliers

Ethyl2-Chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(=NNC1=CC=C(C=C1)OC)Cl
• Isomeric SMILES: CCOC(=O)/C(=N/NC1=CC=C(C=C1)OC)/Cl
• 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.

Technology Process of (Z)-Ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

There total 4 articles about (Z)-Ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

4-methoxy-aniline (104-94-9) + ethyl 2-chloro-3-oxo-butyrate (609-15-4) → ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate (27143-07-3)

Guidance literature:

4-methoxy-aniline; With hydrogenchloride; sodium nitrite; In water; at -10 - -5 ℃; for 0.5h;

ethyl 2-chloro-3-oxo-butyrate; With sodium acetate; In water; at -10 - -5 ℃; for 2h;

Reference yield:

ethyl (2-chloroaceto)acetate (638-07-3) + 4-methoxy-aniline (104-94-9) → ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate (27143-07-3)

Guidance literature:

4-methoxy-aniline; With hydrogenchloride; In water; at 40 ℃; for 0.416667h;

With sodium nitrite; In water; at -2 ℃; for 0.583333h;

ethyl (2-chloroaceto)acetate; With aminosulfonic acid; sodium acetate; more than 3 stages;

Reference yield:

4-methoxy-aniline (104-94-9) + chloroacetic acid ethyl ester (105-39-5) → ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate (27143-07-3)

Guidance literature:

With hydrogenchloride; sodium acetate; sodium nitrite; Multistep reaction; 1.) water; 2.) water, ethanol, 0 - 5 deg C, 3 h -> overnight;

upstream raw materials:

4-methoxy-aniline

chloroacetic acid ethyl ester

ethyl (2-chloroaceto)acetate

ethyl 2-chloro-3-oxo-butyrate

Downstream raw materials:

ethyl 1-(4-methoxyphenyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazole-3-carboxylate

4,5,6,7-tetrahydro-1-(4-methoxyphenyl)-6-(4-nitrophenyl)-7-oxo- 1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester

acetic acid 4-(6-nitro-1,4-dioxo-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinoxalin-2-yl)-phenyl ester

acetic acid 4-(4-chloro-6-nitro-1-oxo-[1,2,4]triazolo[4,3-a]quinoxalin-2-yl)-phenyl ester

Refernces

• 1、 -. "Apixaban derivatives as well as preparation method and application thereof". Paragraph 0026; 0031; 0042-0044. . Retrieved 2017/12/27.
• 2、 Liu, Ju,Nie, Minhua,Wang, Yanjing,Hu, Jinxing,Zhang, Feng,Gao, Yanlin,Liu, Yajing,Gong, Ping. "Design, synthesis and structure-activity relationships of novel 4-phenoxyquinoline derivatives containing 1,2,4-triazolone moiety as c-Met kinase inhibitors". . p. 431 - 446. Retrieved 2016/08/04.