(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.: 473927-63-8
• Molecular Formula: C11H13ClN2O3
• Molecular Weight: 256.689
• European Community (EC) Number: 608-053-7,696-101-8
• UNII: 43L26MP83M
• Mol file: 473927-63-8.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: 0.008Pa at 25℃
• Boiling Point: 348.955 °C at 760 mmHg
• PKA: 11.63±0.10(Predicted)
• Flash Point: 164.842 °C
• PSA: 59.92000
• Density: 1.231 g/cm³
• LogP: 2.29550
• 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:

98%,99%, ^*data from raw suppliers

(Z)-Ethyl2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

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: 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.

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

There total 3 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: 92.3%

4-methoxy-aniline (104-94-9) + chloroacetic acid ethyl ester (105-39-5) → ethyl (2Z)-chloro[2-(4-methoxyphenyl)hydrazinylidene]ethanoate (473927-63-8)

Guidance literature:

4-methoxy-aniline; With sulfuric acid; sodium bromide; sodium nitrite; at 5 - 10 ℃; for 0.333333h;

chloroacetic acid ethyl ester; With sodium acetate; In ethanol; for 2h; Temperature; Reagent/catalyst;

Reference yield: 90.0%

4-methoxy-aniline (104-94-9) + ethyl 2-chloro-3-oxo-butyrate (609-15-4) → ethyl (2Z)-chloro[2-(4-methoxyphenyl)hydrazinylidene]ethanoate (473927-63-8)

Guidance literature:

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

ethyl 2-chloro-3-oxo-butyrate; With sodium acetate; In water; acetone; at 20 ℃; for 2h; Further stages.;

DOI:10.1021/jm070245n

Reference yield:

ethyl-chloroacetoacetate + sodium acetate (127-09-3) + 4-methoxy-aniline (104-94-9) → ethyl (2Z)-chloro[2-(4-methoxyphenyl)hydrazinylidene]ethanoate (473927-63-8)

Guidance literature:

With sodium nitrite; In ethanol; water;

upstream raw materials:

4-methoxy-aniline

ethyl 2-chloro-3-oxo-butyrate

sodium acetate

chloroacetic acid ethyl ester

Downstream raw materials:

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

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

ethyl 4-acetyl-1-(4-methoxyphenyl)-5-methyl-1H-pyrazole-3-carboxylate

6-(4-aminophenyl)-1-(4-methoxyphenyl)-(4-methoxyphenyl)-7-carbonyl-1H-pyrazolo[3,4-c]-4,5,6,7-tetrahydropyridine-3-amide

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF APIXABAN AND INTERMEDIATES THEREOF". Paragraph 0146. . Retrieved 2017/06/12.
• 2、 Wang, Yong,Sun, Xiaoqing,Yang, Di,Guo, Zhuang,Fan, Xuxu,Nie, Minhua,Zhang, Feng,Liu, Yue,Li, Yue,Wang, Yulin,Gong, Ping,Liu, Yajing. "Design, synthesis, and structure–activity relationship of novel and effective apixaban derivatives as FXa inhibitors containing 1,2,4-triazole/pyrrole derivatives as P2 binding element". . p. 5646 - 5661. Retrieved 2016/10/24.