Propanedinitrile, 2-[Methoxy(4-phenoxyphenyl)Methylene]-

Base Information

• Chemical Name: Propanedinitrile, 2-[Methoxy(4-phenoxyphenyl)Methylene]-
• CAS No.: 330792-69-3
• Molecular Formula: C17H12N2O2
• Molecular Weight: 276.294
• Mol file: 330792-69-3.mol

Synonyms:Propanedinitrile, 2-[Methoxy(4-phenoxyphenyl)Methylene]-;2-(Methoxy(4-phenoxyphenyl)Methylene)Malononitrile;1,1-Dicyano-2-methoxy-2-(4-phenoxyphenyl)ethene;2-[Methoxy(4-phenoxyphenyl)methylene]propanedinitrile;2-[(4-phenoxy-phenyl)-methoxy-methylene]-malononitrile;Intermediate of Ibrutinib, Note separate 2-[(4-phenoxy-phenyl)-methoxy-methylene]-malononitrile

Chemical Property of Propanedinitrile, 2-[Methoxy(4-phenoxyphenyl)Methylene]-

Chemical Property:

• Boiling Point: 471.1±45.0 °C(Predicted)
• PSA: 66.04000
• Density: 1.199±0.06 g/cm3(Predicted)
• LogP: 3.88356
• Storage Temp.: 2-8°C

Purity/Quality:

99.9% ^*data from raw suppliers

2-(Methoxy(4-phenoxyphenyl)methylene)malononitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Propanedinitrile, 2-[Methoxy(4-phenoxyphenyl)Methylene]-

There total 16 articles about Propanedinitrile, 2-[Methoxy(4-phenoxyphenyl)Methylene]- 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: 88.0%

2-[hydroxy-(4-phenoxy-phenyl)-methylene]-malononitrile (330792-68-2) + dimethyl sulfate (77-78-1) → 2-[(4-phenoxy-phenyl)-methoxy-methylene]-malononitrile (330792-69-3)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; at 20 - 80 ℃; for 3h;

Reference yield: 63.8%

4-phenoxybenzoyl chloride (1623-95-6) + dimethyl sulfate (77-78-1) + malononitrile (109-77-3) → 2-[(4-phenoxy-phenyl)-methoxy-methylene]-malononitrile (330792-69-3)

Guidance literature:

4-phenoxybenzoyl chloride; malononitrile; With sodium hydride; In tetrahydrofuran; paraffin oil; at 20 ℃; for 2h;

With hydrogenchloride; In tetrahydrofuran; water; paraffin oil; for 0.5h;

dimethyl sulfate; With sodium hydrogencarbonate; In 1,4-dioxane; at 80 - 90 ℃; for 3h;

Reference yield: 47.5%

2-[hydroxy-(4-phenoxy-phenyl)-methylene]-malononitrile (330792-68-2) + trimethyl orthoformate (149-73-5) → 2-[(4-phenoxy-phenyl)-methoxy-methylene]-malononitrile (330792-69-3)

Guidance literature:

at 75 ℃; for 16h;

upstream raw materials:

diazomethyl-trimethyl-silane

2-[hydroxy-(4-phenoxy-phenyl)-methylene]-malononitrile

dimethyl sulfate

methanol

Downstream raw materials:

C₂₄H₁₉N₃O₂

5-amino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carbonitrile

C₃₃H₃₉N₇O₅

(R,E)-1-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)pyrrolidin-1-yl)-4-(2-methoxyethylamino)but-2-en-1-one

Refernces

• 1、 Wang, Peng,Luo, Yunxuan,Zhu, Songsong,Lu, Dengfu,Gong, Yuefa. "Catalytic Azido-Hydrazination of Alkenes Enabled by Visible Light: Mechanistic Studies and Synthetic Applications". supporting information. p. 5565 - 5575. Retrieved 2019/11/14.
• 2、 Schnute, Mark E.,Benoit, Stephen E.,Buchler, Ingrid P.,Caspers, Nicole,Grapperhaus, Margaret L.,Han, Seungil,Hotchandani, Rajeev,Huang, Nelson,Hughes, Robert O.,Juba, Brian M.,Kim, Kyung-Hee,Liu, Erica,McCarthy, Erin,Messing, Dean,Miyashiro, Joy S.,Mohan, Shashi,O'Connell, Thomas N.,Ohren, Jeffrey F.,Parikh, Mihir D.,Schmidt, Michelle,Selness, Shaun R.,Springer, John R.,Thanabal, Venkataraman,Trujillo, John I.,Walker, Daniel P.,Wan, Zhao-Kui,Withka, Jane M.,Wittwer, Arthur J.,Wood, Nancy L.,Xing, Li,Zapf, Christoph W.,Douhan, John. "Aminopyrazole Carboxamide Bruton's Tyrosine Kinase Inhibitors. Irreversible to Reversible Covalent Reactive Group Tuning". . p. 80 - 85. Retrieved 2019/01/15.