Benzoic acid, 4,4'-[1,4-butanediylbis(iminocarbonyl)]bis-, dimethyl ester

Base Information

• Chemical Name: Benzoic acid, 4,4'-[1,4-butanediylbis(iminocarbonyl)]bis-, dimethyl ester
• CAS No.: 102810-33-3
• Molecular Formula: C22H24N2O6
• Molecular Weight: 412.442
• DSSTox Substance ID: DTXSID20390955
• Nikkaji Number: J805.303K
• Wikidata: Q82188117
• Mol file: 102810-33-3.mol

Synonyms:102810-33-3;Benzoic acid, 4,4'-[1,4-butanediylbis(iminocarbonyl)]bis-, dimethyl ester;N,N'-Di(4-carbomethoxybenzoyl)-1,4-butanediamine;SCHEMBL5554988;DTXSID20390955;OIPHSVWJGAJSDR-UHFFFAOYSA-N;AKOS003248389;N,N'-Tetramethylenebis[4-(methoxycarbonyl)benzamide]

Chemical Property of Benzoic acid, 4,4'-[1,4-butanediylbis(iminocarbonyl)]bis-, dimethyl ester

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 412.16343649
• Heavy Atom Count: 30
• Complexity: 540

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(C=C1)C(=O)NCCCCNC(=O)C2=CC=C(C=C2)C(=O)OC

Technology Process of Benzoic acid, 4,4'-[1,4-butanediylbis(iminocarbonyl)]bis-, dimethyl ester

There total 5 articles about Benzoic acid, 4,4'-[1,4-butanediylbis(iminocarbonyl)]bis-, dimethyl 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: 99.0%

N-(4-methoxycarbonylbenzoyloxy)succinimide (264270-90-8) + 1,4-diaminobutane (110-60-1) → N,N'-bis-(4-methoxycarbonylbenzoyl)-1,4-butanediamine (102810-33-3)

Guidance literature:

With dmap; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.4067/S0717-97072012000300023

Reference yield:

4-Methoxycarbonylbenzoyl chloride (7377-26-6) + 1,4-diaminobutane (110-60-1) → N,N'-bis-(4-methoxycarbonylbenzoyl)-1,4-butanediamine (102810-33-3)

Guidance literature:

Reference yield:

Monomethyl terephthalate (1679-64-7) → N,N'-bis-(4-methoxycarbonylbenzoyl)-1,4-butanediamine (102810-33-3)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexyl-carbodiimide / 1,4-dioxane / 10 - 20 °C

2: triethylamine; dmap / N,N-dimethyl-formamide / 12 h / 20 °C

With dmap; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.4067/S0717-97072012000300023

upstream raw materials:

4-Methoxycarbonylbenzoyl chloride

1,4-diaminobutane

methyl 4-formylbenzoate

Monomethyl terephthalate

Downstream raw materials:

N,N'-bis-(4-carboxybenzoyl)-1,4-butanediamine

Refernces

• 1、 -. "Stable amido peroxycarboxylic acids for bleaching". . . Retrieved 2008/06/13.