Benzoic acid, 2-(2-propynylamino)-, methyl ester (9CI)

Base Information

• Chemical Name: Benzoic acid, 2-(2-propynylamino)-, methyl ester (9CI)
• CAS No.: 137105-06-7
• Molecular Formula: C11H11NO2
• Molecular Weight: 189.214
• DSSTox Substance ID: DTXSID30459764
• Nikkaji Number: J1.592.156K
• Wikidata: Q82283609
• Mol file: 137105-06-7.mol

Synonyms:137105-06-7;Methyl 2-(prop-2-ynylamino)benzoate;Benzoic acid, 2-(2-propynylamino)-, methyl ester (9CI);Methyl 2-[(prop-2-yn-1-yl)amino]benzoate;DTXSID30459764;AKOS013269530

Chemical Property of Benzoic acid, 2-(2-propynylamino)-, methyl ester (9CI)

Chemical Property:

• PSA: 38.33000
• LogP: 1.59130
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 189.078978594
• Heavy Atom Count: 14
• Complexity: 241

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC=C1NCC#C

Technology Process of Benzoic acid, 2-(2-propynylamino)-, methyl ester (9CI)

There total 2 articles about Benzoic acid, 2-(2-propynylamino)-, methyl ester (9CI) 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: 71.0%

propargyl bromide (106-96-7) + 2-carbomethoxyaniline (134-20-3) → methyl 2-(N-prop-2'-ynyl)aminobenzoate (137105-06-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 48h;

DOI:10.1016/S0040-4020(01)00637-8

Reference yield: 71.0%

propargyl bromide (106-96-7) + 2-carbomethoxyaniline (134-20-3) + 2-(N-benzyl-N-prop-2'-ynyl)aminobenzoic acid (267890-09-5) → methyl 2-(N-prop-2'-ynyl)aminobenzoate (137105-06-7)

Guidance literature:

2-(N-benzyl-N-prop-2'-ynyl)aminobenzoic acid; With sodium; In methanol; for 0.0833333h;

propargyl bromide; 2-carbomethoxyaniline; With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 48h; Further stages.;

DOI:10.1039/a908682j

Reference yield: 95.0%

methyl 2-(N-prop-2'-ynyl)aminobenzoate (137105-06-7) → allyl-(2-carbomethoxyphenyl) amine (73053-46-0)

Guidance literature:

With indium; In ethanol; for 45h; Heating;

DOI:10.1021/jo010262z

upstream raw materials:

propargyl bromide

2-carbomethoxyaniline

2-(N-benzyl-N-prop-2'-ynyl)aminobenzoic acid

Downstream raw materials:

2-N-propargylamino-N',N'-diethylbenzamide

Methyl 2-(N-benzyl-N-prop-2'-ynyl)aminobenzoate

allyl-(2-carbomethoxyphenyl) amine

methyl 2-(N-methyl-N-prop-2'-ynyl)aminobenzoate