2-Propynoic acid, 3-(2-aminophenyl)-, methyl ester

Base Information

• Chemical Name: 2-Propynoic acid, 3-(2-aminophenyl)-, methyl ester
• CAS No.: 97387-41-2
• Molecular Formula: C10H9NO2
• Molecular Weight: 175.187
• DSSTox Substance ID: DTXSID40460821
• Nikkaji Number: J1.832.433D
• Wikidata: Q82284972
• Mol file: 97387-41-2.mol

Synonyms:97387-41-2;Methyl 3-(2-aminophenyl)prop-2-ynoate;2-Propynoic acid, 3-(2-aminophenyl)-, methyl ester;DTXSID40460821;AKOS040817283;Methyl3-(2-aminophenyl)prop-2-ynoate;EN300-743463;F2167-6830

Chemical Property of 2-Propynoic acid, 3-(2-aminophenyl)-, methyl ester

Chemical Property:

• PSA: 52.32000
• LogP: 1.37450
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 175.063328530
• Heavy Atom Count: 13
• Complexity: 248

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C#CC1=CC=CC=C1N

Technology Process of 2-Propynoic acid, 3-(2-aminophenyl)-, methyl ester

There total 2 articles about 2-Propynoic acid, 3-(2-aminophenyl)-, 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: 61.0%

methyl (2-nitrophenyl)propiolate (7515-14-2) → methyl 3-(2-aminophenyl)prop-2-ynoate (97387-41-2)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; In methanol; at 20 ℃; for 6h;

DOI:10.1021/jo035528b

Reference yield: 9.0%

2-iodophenylamine (615-43-0) + propynoic acid methyl ester (922-67-8) → methyl 3-(2-aminophenyl)prop-2-ynoate (97387-41-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; triethylamine; zinc(II) chloride; In tetrahydrofuran; for 5h; Heating;

DOI:10.1021/jo0519920

Reference yield: 89.0%

ethyl α-(p-nitrophenyl)-α-isocyanoacetate (1268385-83-6) + methyl 3-(2-aminophenyl)prop-2-ynoate (97387-41-2) + cyclohexanecarbaldehyde (2043-61-0) → C21H23NO4 (1374336-87-4)

Guidance literature:

methyl 3-(2-aminophenyl)prop-2-ynoate; cyclohexanecarbaldehyde; In methanol; for 0.5h;

ethyl α-(p-nitrophenyl)-α-isocyanoacetate; In methanol; for 22h;

In methanol; toluene; for 5h; Reflux;

DOI:10.1002/ejoc.201101567

upstream raw materials:

methyl (2-nitrophenyl)propiolate

2-iodophenylamine

propynoic acid methyl ester

Downstream raw materials:

[2-(2-Cyclohex-1-enyl-acetylamino)-phenyl]-propynoic acid methyl ester

[2-((Z)-2-Methyl-but-2-enoylamino)-phenyl]-propynoic acid methyl ester

[2-(2-Methyl-but-3-enoylamino)-phenyl]-propynoic acid methyl ester

(2-But-3-enoylamino-phenyl)-propynoic acid methyl ester