(E)-N-(2-Chloro-6-methylphenyl)-3-ethoxyacrylamide

Base Information

• Chemical Name: (E)-N-(2-Chloro-6-methylphenyl)-3-ethoxyacrylamide
• CAS No.: 863127-76-8
• Molecular Formula: C12H14ClNO2
• Molecular Weight: 239.702
• Hs Code.: 2924297099
• Mol file: 863127-76-8.mol

Synonyms:(E)-N-(2-Chloro-6-methylphenyl)-3-ethoxyacrylamide;(2E)-N-(2-Chloro-6-methylphenyl)-3-ethoxy-2-propenamide;

Chemical Property of (E)-N-(2-Chloro-6-methylphenyl)-3-ethoxyacrylamide

Chemical Property:

• Refractive Index: 1.572
• Boiling Point: 386.5 °C at 760 mmHg
• PKA: 11.57±0.70(Predicted)
• Flash Point: 187.6 °C
• PSA: 38.33000
• Density: 1.197 g/cm³
• LogP: 3.21010
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

(E)-N-(2-Chloro-6-methylphenyl)-3-ethoxyacrylamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (2E)-N-(2-Chloro-6-methylphenyl)-3-ethoxy-2-propenamide is a reagent used for the preparation of potent and selective anti-tumor drug Dasatinib.

Technology Process of (E)-N-(2-Chloro-6-methylphenyl)-3-ethoxyacrylamide

There total 3 articles about (E)-N-(2-Chloro-6-methylphenyl)-3-ethoxyacrylamide 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: 78.3%

(2E)-3-ethoxyprop-2-enoyl chloride (6191-99-7,99471-66-6) + 2-chloro-6-methylaniline (87-63-8) → (E)-N-(2-chloro-6-methylphenyl)-3-ethoxyacrylamide (863127-76-8)

Guidance literature:

With pyridine; In tetrahydrofuran; at 0 - 20 ℃; for 3h;

DOI:10.1002/ardp.201000281

Reference yield:

3-ethoxyacryloyl chloride (6191-99-7) + 2-chloro-6-methylaniline (87-63-8) → (E)-N-(2-chloro-6-methylphenyl)-3-ethoxyacrylamide (863127-76-8)

Guidance literature:

With pyridine; In tetrahydrofuran; at 20 ℃;

Reference yield:

ethyl 3-ethoxyacrylate (1001-26-9) → (E)-N-(2-chloro-6-methylphenyl)-3-ethoxyacrylamide (863127-76-8)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide; water / 2 h / Reflux

2: thionyl chloride / 2 h / Reflux

3: pyridine / tetrahydrofuran / 20 °C

With pyridine; thionyl chloride; water; sodium hydroxide; In tetrahydrofuran;

upstream raw materials:

(2E)-3-ethoxyprop-2-enoyl chloride

2-chloro-6-methylaniline

3-ethoxyacryloyl chloride

ethyl 3-ethoxyacrylate

Downstream raw materials:

2-amino-N-(2-chloro-6-methylphenyl)-1.3-thiazole-5-carboxamide

C₁₅H₁₂Cl₂N₆OS

C₂₁H₂₅ClN₈O₂S

C₂₀H₂₃ClN₈OS

Refernces

• 1、 Liu, Wukun,Zhou, Jinpei,Qi, Fan,Bensdorf, Kerstin,Li, Zhiyu,Zhang, Huibin,Qian, Hai,Huang, Wenlong,Cai, Xueting,Cao, Peng,Wellner, Anja,Gust, Ronald. "Synthesis and biological activities of 2-amino-thiazole-5-carboxylic acid phenylamide derivatives". experimental part. p. 451 - 458. Retrieved 2012/02/01.
• 2、 -. "TRIAZINE DERIVATIVES AND THEIR THERAPEUTICAL APPLICATIONS". Page/Page column 83. . Retrieved 2010/12/29.