Dimethyl 5,5'-methylenedianthranilate

Base Information

• Chemical Name: Dimethyl 5,5'-methylenedianthranilate
• CAS No.: 31383-81-0
• Deprecated CAS: 114540-43-1,80311-18-8,80311-18-8
• Molecular Formula: C17H18 N2 O4
• Molecular Weight: 314.341
• Hs Code.: 2922499990
• European Community (EC) Number: 250-606-6
• DSSTox Substance ID: DTXSID1067621
• Nikkaji Number: J278.105K
• Wikidata: Q27209272
• ChEMBL ID: CHEMBL1530572
• Mol file: 31383-81-0.mol

Synonyms:4,4'-methylene bis(2-carbomethoxyaniline);methylene bis(methylanthranilate)

Chemical Property of Dimethyl 5,5'-methylenedianthranilate

Chemical Property:

• Melting Point: 144-145 °C
• Boiling Point: 501.2°Cat760mmHg
• PKA: 2.91±0.25(Predicted)
• Flash Point: 221.5°C
• PSA: 104.64000
• Density: 1.261g/cm³
• LogP: 3.17740
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 314.12665706
• Heavy Atom Count: 23
• Complexity: 391

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=CC(=C1)CC2=CC(=C(C=C2)N)C(=O)OC)N

Technology Process of Dimethyl 5,5'-methylenedianthranilate

There total 8 articles about Dimethyl 5,5'-methylenedianthranilate 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: 86.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-carbomethoxyaniline (134-20-3) → 4,4'-methylenebisanthranilic acid dimethyl ester (31383-81-0)

Guidance literature:

formaldehyd; 2-carbomethoxyaniline; With hydrogenchloride; In water; at 50 - 80 ℃; for 6.33h;

With ammonia; In water; at 20 ℃;

Reference yield: 27.5%

methanol (67-56-1) + 4,4'-diamino-3,3'-dicarboxydiphenylmethane (7330-46-3) → 4,4'-methylenebisanthranilic acid dimethyl ester (31383-81-0)

Guidance literature:

With hydrogenchloride; for 5h; Heating;

DOI:10.1016/j.bmc.2005.11.006

Reference yield:

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 4,4'-methylenebisanthranilic acid dimethyl ester (31383-81-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 33.6 percent / aq. HCl / H₂O / 4 h / 70 °C

2: 27.5 percent / HCl / 5 h / Heating

With hydrogenchloride; In water;

DOI:10.1016/j.bmc.2005.11.006

upstream raw materials:

methanol

4,4'-diamino-3,3'-dicarboxydiphenylmethane

N,N'-methylene bis(anthranilic acid)

anthranilic acid

Downstream raw materials:

C₃₁H₂₄F₆N₂O₄

C₂₃H₂₀ClFN₂O₄

C₂₉H₂₂Cl₂F₂N₂O₄

C₂₉H₂₂F₄N₂O₄

Refernces

• 1、 -. "BIS-AROMATIC COMPOUNDS USEFUL IN THE TREATMENT OF INFLAMMATION". Page/Page column 22. . Retrieved 2010/12/29.
• 2、 -. "NEW METHYLENEBISPHENYL COMPOUNDS USEFUL IN THE TREATMENT OF INFLAMMATION". Page/Page column 54. . Retrieved 2008/12/07.