2-Amino-3-[(phenylmethylene)amino]-2-butenedinitrile

Base Information

• Chemical Name: 2-Amino-3-[(phenylmethylene)amino]-2-butenedinitrile
• CAS No.: 52197-18-9
• Molecular Formula: C₁₁H₈N₄
• Molecular Weight: 196.211
• Mol file: 52197-18-9.mol

Synonyms:

Chemical Property of 2-Amino-3-[(phenylmethylene)amino]-2-butenedinitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Amino-3-[(phenylmethylene)amino]-2-butenedinitrile

There total 7 articles about 2-Amino-3-[(phenylmethylene)amino]-2-butenedinitrile 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: 98.0%

benzaldehyde (100-52-7) + 2,3-diaminomaleonitrile (18514-52-8) → (Z)-2-Amino-3-{[1-phenyl-meth-(E)-ylidene]-amino}-but-2-enedinitrile (56029-18-6,52197-18-9)

Guidance literature:

With sulfuric acid; In dimethyl sulfoxide;

DOI:10.1016/j.bmcl.2010.09.063

Reference yield: 93.0%

toluene (108-88-3,15644-74-3,16713-13-6) + 2,3-diaminomaleonitrile (18514-52-8) → (Z)-2-Amino-3-{[1-phenyl-meth-(E)-ylidene]-amino}-but-2-enedinitrile (56029-18-6,52197-18-9)

Guidance literature:

toluene; MnO₂ supported wool-SO₃H; for 10h; Reflux;

2,3-diaminomaleonitrile; With Cyclohexyl isocyanide; In ethanol; at 20 ℃; for 12h; Reagent/catalyst;

DOI:10.1039/c5ra16608j

Reference yield: 90.0%

benzaldehyde (100-52-7) + diaminomaleonitrile (1187-42-4) → (Z)-2-Amino-3-{[1-phenyl-meth-(E)-ylidene]-amino}-but-2-enedinitrile (56029-18-6,52197-18-9)

Guidance literature:

With cellulose sulfuric acid; In ethanol; at 20 ℃; for 3h;

DOI:10.1016/j.molcata.2012.04.002

upstream raw materials:

N-(1-chlorobenzyl)pyridinium chloride

diaminomaleonitrile

N-(1-chlorobenzyl)pyrimidinium chloride

benzaldehyde

Downstream raw materials:

2-Phenyl-4,5-dicyanoimidazole

2-phenyl-1H-imidazole-4,5-dicarboxylic acid

Refernces

• 1、 Shaabani, Ahmad,Hezarkhani, Zeinab,Badali, Elham. "One-pot oxidative Ugi-type three-component reaction of aromatic hydrocarbons of petroleum naphtha: comparing catalytic effect of cellulose- and wool-SO3H supported with manganese dioxide nanostructures". . p. 91966 - 91973. Retrieved 2015/11/16.
• 2、 Potter, Andrew,Oldfield, Victoria,Nunns, Claire,Fromont, Christophe,Ray, Stuart,Northfield, Christopher J.,Bryant, Christopher J.,Scrace, Simon F.,Robinson, David,Matossova, Natalia,Baker, Lisa,Dokurno, Pawel,Surgenor, Allan E.,Davis, Ben,Richardson, Christine M.,Murray, James B.,Moore, Jonathan D.. "Discovery of cell-active phenyl-imidazole Pin1 inhibitors by structure-guided fragment evolution". scheme or table. p. 6483 - 6488. Retrieved 2010/12/18.