3-o-Anisidine erotonic acid ethyl ester

Base Information

• Chemical Name: 3-o-Anisidine erotonic acid ethyl ester
• CAS No.: 33267-45-7
• Molecular Formula: C13H17 N O3
• Molecular Weight: 235.283
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID40563043
• Mol file: 33267-45-7.mol

Synonyms:33267-45-7;3-o-Anisidine erotonic acid ethyl ester;DTXSID40563043;AKOS015961557;AC-14133;Ethyl (2E)-3-(2-methoxyanilino)but-2-enoate;(E)-ethyl 3-(2-methoxyphenylamino)but-2-enoate

Chemical Property of 3-o-Anisidine erotonic acid ethyl ester

Chemical Property:

• Vapor Pressure: 6.09E-05mmHg at 25°C
• Refractive Index: 1.547
• Boiling Point: 345.6°Cat760mmHg
• Flash Point: 162.8°C
• PSA: 47.56000
• Density: 1.108g/cm³
• LogP: 2.64700
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 235.12084340
• Heavy Atom Count: 17
• Complexity: 276

Purity/Quality:

99%min ^*data from raw suppliers

3-ORTHO-ANISIDINE EROTONIC ACID ETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=C(C)NC1=CC=CC=C1OC
• Isomeric SMILES: CCOC(=O)/C=C(\C)/NC1=CC=CC=C1OC

Technology Process of 3-o-Anisidine erotonic acid ethyl ester

There total 4 articles about 3-o-Anisidine erotonic acid ethyl 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: 99.8%

ethyl acetoacetate (141-97-9) + 2-methoxy-phenylamine (90-04-0) → ethyl 3-<(2-methoxyphenyl)amino>but-2-enoate (33267-45-7)

Guidance literature:

With acetic acid; In benzene; for 8h; Heating;

DOI:10.1021/jm030159x

Reference yield: 85.0%

ethyl acetoacetate (141-97-9) + 2-methoxy-phenylamine (90-04-0) → ethyl (Z)-3-((2-methoxyphenyl)amino)but-2-enoate (33267-45-7)

Guidance literature:

With bis(acetylacetonate)oxovanadium; at 20 ℃; for 0.916667h; stereoselective reaction;

DOI:10.1016/j.tetlet.2012.11.051

Reference yield:

ethyl acetoacetate (141-97-9) + 2-methoxy-phenylamine (90-04-0) → ethyl (E)-3-((2-methoxyphenyl)amino)but-2-enoate + ethyl (Z)-3-((2-methoxyphenyl)amino)but-2-enoate (33267-45-7)

Guidance literature:

With hydrogenchloride; at 25 ℃; Overall yield = 72 percent; Overall yield = 7.56 g;

DOI:10.1016/j.ejmech.2020.112948

upstream raw materials:

ethyl acetoacetate

2-methoxy-phenylamine

Downstream raw materials:

2-amino-N-[2,4-dichloro-3-({[4-(1H-imidazol-1-yl)-2-methyl-8-quinolinyl]oxy}methyl)phenyl]-N-methylacetamide

Refernces

• 1、 Laskar, Rajibul A.,Begum, Naznin A.,Hedayetullah Mir, Mohammad,Ali, Shahzad,Khan, Abu T.. "Vanadium(IV) acetylacetonate catalyzed stereoselective synthesis of β-enaminoesters and β-enaminones". . p. 436 - 440. Retrieved 2013/02/23.
• 2、 Murthy,Venu,Govindh,Diwakar,Nagalakshmi,Singh. "Solvent-free synthesis of β-enamino compounds promoted by Ferric(III) ammonium nitrate". experimental part. p. 3047 - 3053. Retrieved 2010/11/04.