N,N'-Bis(2-methoxyphenyl)methanimidamide

Base Information

• Chemical Name: N,N'-Bis(2-methoxyphenyl)methanimidamide
• CAS No.: 68012-05-5
• Molecular Formula: C15H16N2O2
• Molecular Weight: 256.304
• DSSTox Substance ID: DTXSID70987435
• Nikkaji Number: J1.233.144D
• Mol file: 68012-05-5.mol

Synonyms:N,N'-Bis(2-methoxyphenyl)methanimidamide;BRN 2135278;68012-05-5;Methanimidamide, N,N'-bis(2-methoxyphenyl)-;N,N'-Bis(o-anisyl)formamidine;DTXSID70987435;LS-90442

Chemical Property of N,N'-Bis(2-methoxyphenyl)methanimidamide

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 256.121177757
• Heavy Atom Count: 19
• Complexity: 283

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=CC=C1NC=NC2=CC=CC=C2OC

Technology Process of N,N'-Bis(2-methoxyphenyl)methanimidamide

There total 5 articles about N,N'-Bis(2-methoxyphenyl)methanimidamide 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: 95.0%

2-methoxy-phenylamine (90-04-0) + formamide (77287-34-4,77287-35-5,60100-09-6) → N,N'-bis(2-methoxyphenyl)formamidine (68012-05-5)

Guidance literature:

With phosphorus tribromide; at 50 - 60 ℃; Inert atmosphere;

DOI:10.1021/jo301463m

Reference yield: 90.0%

2-methoxy-phenylamine (90-04-0) + trimethyl orthoformate (149-73-5) → N,N'-bis(2-methoxyphenyl)formamidine (68012-05-5)

Guidance literature:

With choline chloride*2SnCl₂; at 90 ℃;

DOI:10.1016/j.crci.2012.06.011

Reference yield: 86.0%

2-methoxy-phenylamine (90-04-0) + orthoformic acid triethyl ester (122-51-0) → N,N'-bis(2-methoxyphenyl)formamidine (68012-05-5)

Guidance literature:

With hydrogenchloride; In water; at 110 ℃; for 24h; Inert atmosphere;

DOI:10.1039/b909834h

upstream raw materials:

2-methoxy-phenylamine

orthoformic acid triethyl ester

N,N-dimethyl-formamide

trimethyl orthoformate

Downstream raw materials:

1,3-di(2-anisidyl)-3,4,5,6-tetrahydro-3H-[1,3]pyrimidinium bromide

1,3-di(2-anisidyl)-4,5,6,7-tetrahydro-3H-[1,3]diazepinium iodide

1,3-bis(2-methoxyphenyl)-4,5,6,7-tetrahydro-3H-benzoimidazol-1-ium bromide

[N,N'-di(2-methoxyphenyl)formamidine]2PdCl₂

Refernces

• 1、 Azizi, Najmadin,Gholibeglo, Elham,Babapour, Mahbobe,Ghafuri, Hossein,Bolourtchian, Seyed Mohammad. "Deep eutectic solvent promoted highly efficient synthesis of N, N'-diarylamidines and formamides". . p. 768 - 773. Retrieved 2012/10/30.
• 2、 Capela, Marinha Df.,Mosey, Nicholas J.,Xing, Liyan,Wang, Ruiyao,Petitjean, Anne. "Amine exchange in formamidines: An experimental and theoretical study". supporting information; experimental part. p. 4598 - 4612. Retrieved 2011/06/24.