(E)-3-(2-Amino-4-chlorophenyl)-2-propenoic acid methyl ester

Base Information

• Chemical Name: (E)-3-(2-Amino-4-chlorophenyl)-2-propenoic acid methyl ester
• CAS No.: 150869-42-4
• Molecular Formula: C10H10ClNO2
• Molecular Weight: 211.648
• DSSTox Substance ID: DTXSID401224413
• Mol file: 150869-42-4.mol

Synonyms:150869-42-4;(E)-3-(2-Amino-4-chlorophenyl)-2-propenoic acid methyl ester;methyl (E)-3-(2-amino-4-chlorophenyl)prop-2-enoate;2-Propenoic acid, 3-(2-amino-4-chlorophenyl)-, methyl ester, (2E)-;SCHEMBL3179934;SCHEMBL3179944;VHCSJCFEYXNKHF-HWKANZROSA-N;DTXSID401224413;methyl trans-2-amino-4-chlorocinnamate;methyl trans-4-chloro-2-aminocinnamate;Methyl (2E)-3-(2-amino-4-chlorophenyl)-2-propenoate;(E)-3-(2-Amino-4-chlorophenyl)-acrylic acid methyl ester

Chemical Property of (E)-3-(2-Amino-4-chlorophenyl)-2-propenoic acid methyl ester

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 211.0400063
• Heavy Atom Count: 14
• Complexity: 230

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C=CC1=C(C=C(C=C1)Cl)N
• Isomeric SMILES: COC(=O)/C=C/C1=C(C=C(C=C1)Cl)N

Technology Process of (E)-3-(2-Amino-4-chlorophenyl)-2-propenoic acid methyl ester

There total 6 articles about (E)-3-(2-Amino-4-chlorophenyl)-2-propenoic acid methyl ester 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: 90.0%

5-chloro-2-iodoaniline (6828-35-9) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl trans-4-chloro-2-aminocinnamate (150869-42-4)

Guidance literature:

With potassium carbonate; palladium on activated charcoal; In 1,2-dimethoxyethane; at 100 ℃; for 48h;

DOI:10.1021/jm030638w

Reference yield: 71.0%

methyl (E)-3-(4-chloro-2-nitrophenyl)acrylate (150869-41-3) → methyl trans-4-chloro-2-aminocinnamate (150869-42-4)

Guidance literature:

With acetic acid; zinc; In ethanol; at 60 ℃; for 4h;

Reference yield: 71.0%

→ methyl trans-4-chloro-2-aminocinnamate (150869-42-4)

Guidance literature:

upstream raw materials:

methyl (E)-3-(4-chloro-2-nitrophenyl)acrylate

5-chloro-2-iodoaniline

acrylic acid methyl ester

4-Chloro-2-nitrobenzaldehyde

Downstream raw materials:

(E)-(5-chloro-2-{3-[3-(4-fluorobenzyl)-3,9-diazabicyclo[3.3.1]non-9-yl]-3-oxopropenyl}phenyl)-carbamic acid tert-butyl ester

(E)-2-chloro-N-(5-chloro-2-{3-[3-(4-fluorobenzyl)-3,9-diazabicyclo[3.3.1]non-9-yl]-3-oxopropenyl}-phenyl)acetamide

(E)-(5-chloro-2-{3-[9-(4-fluorobenzyl)-3-oxa-7,9-diazabicyclo[3.3.1]non-7-yl]-3-oxopropenyl}-phenyl)-carbamic acid tert-butyl ester

(E)-(5-chloro-2-{3-[7-(4-fluorobenzyl)-3-oxa-7,9-diazabicyclo[3.3.1]non-9-yl]-3-oxopropenyl}-phenyl)-carbamic acid tert-butyl ester

Refernces

• 1、 Xie, Yun Feng,Lake, Kirk,Ligsay, Kathleen,Komandla, Mallareddy,Sircar, Ila,Nagarajan, Gobi,Li, Jian,Xu, Kui,Parise, Jason,Schneider, Lisa,Huang, Ding,Liu, Juping,Dines, Kevin,Sakurai, Naoki,Barbosa, Miguel,Jack, Rick. "Structure-activity relationships of novel, highly potent, selective, and orally active CCR1 antagonists". . p. 3367 - 3372. Retrieved 2008/02/07.
• 2、 -. "Nitroquinolone derivatives". . . Retrieved 2008/06/13.