2-amino-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile

Base Information

• Chemical Name: 2-amino-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile
• CAS No.: 107752-97-6
• Molecular Formula: C18H18N2O2
• Molecular Weight: 294.353
• Hs Code.: 2932999099
• Mol file: 107752-97-6.mol

Synonyms:.2-amino-3-cyano-7,7-dimethyl-5-oxo-4-(phenyl)-5,6,7,8-tetrahydro-4H-benzo[b]pyran;.2-amino-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-1-benzopyran-3-carbonitrile;.2-amino-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-benzopyran-3-carbonitrile;2-amino-5,6,7,8-tetrahydro-5-oxo-4-phenyl-7,7-dimethyl-4H-benzo-[b]-pyran-3-carbonitrile;.2-amino-5,6,7,8-tetrahydro-7,7-dimethyl-5-oxo-4-phenyl-4H-benzo-[b]-pyran-3-carbonitrile;.2-amino-4-(phenyl)-5,6,7,8-tetrahydro-7,7-dimethyl-5-oxo-4H-chromene-3-carbonitrile;

Chemical Property of 2-amino-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile

Chemical Property:

• PSA: 76.11000
• LogP: 3.83778

Purity/Quality:

2-Amino-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-amino-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile

There total 12 articles about 2-amino-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile 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: 100.0%

Benzylidenemalononitrile (2700-22-3) + dimedone (126-81-8) → 2-amino-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile (107752-97-6)

Guidance literature:

at 100 ℃; for 1h;

DOI:10.1016/S0040-4020(03)00554-4

Reference yield: 99.0%

benzaldehyde (100-52-7) + dimedone (126-81-8) + malononitrile (109-77-3) → 2-amino-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile (107752-97-6)

Guidance literature:

With 3-N,N-diethylaminopropylated silica; In ethanol; at 20 - 80 ℃; for 0.166667h; microwave irradiation;

DOI:10.3987/COM-06-10698

Reference yield: 95.0%

dimedone (3471-13-4) + benzaldehyde (100-52-7) + malononitrile (109-77-3) → 2-amino-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile (107752-97-6)

Guidance literature:

With iron(III) oxide; In water; at 20 ℃; for 5h; Reagent/catalyst; Solvent; Green chemistry;

DOI:10.1016/j.tetlet.2013.04.048

upstream raw materials:

Benzylidenemalononitrile

dimedone

2-phenyl-4,4,6-trimethyltetrahydro-(2H)-1,3-oxazine

dimedone

Downstream raw materials:

2-amino-7,7-dimethyl-5-oxo-4-phenyl-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile

2,8,8-trimethyl-5-phenyl-5,7,8,9-tetrahydro-4H-chromeno[2,3-d]pyrimidine-4,6(3H)-dione

2-acetylamino-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile

C₁₈H₁₇IN₂O₂

Refernces

• 1、 Gupta, Princy,Kumar, Pawan,Sharma, Chandan. "Surface modified novel magnetically tuned halloysite functionalized sulfonic acid: synthesis, characterization and catalytic activity". . p. 3775 - 3786. Retrieved 2021.
• 2、 El-Rahman, Naglaa M. Abd,El-Kateb, Ahmed A.,Mady, Mohamed F.. "Simplified approach to the uncatalyzed knoevenagel condensation and michael addition reactions in water using microwave irradiation". . p. 3961 - 3970. Retrieved 2007.
• 3、 Sadeghi, Bahareh,Bidaki, Somayeh,Hassanabadi, Alireza. "Synthesis of nanoparticles silica supported sulfuric acid (NPs SiO 2-H2SO4): A solid phase acidic catalyst for one-pot synthesis of 4H-chromene derivatives". . p. 666 - 668,3. Retrieved 2011.
• 4、 Ahad, Abdul,Farooqui, Maqdoom. "Organocatalyzed domino reactions: diversity oriented synthesis of pyran-annulated scaffolds using in situ-developed benzylidenemalononitriles". . p. 2445 - 2455. Retrieved 2017.
• 5、 Khodaei, Mohammad Mehdi,Bahrami, Kiumars,Farrokhi, Azita. "Amberlite IRA-400 (OH-) as a catalyst in the preparation of 4h-benzo[b]pyrans in aqueous media". . p. 1492 - 1499. Retrieved 2010.
• 6、 Azarifar, Davood,Abbasi, Younes. "Sulfonic acid–functionalized magnetic Fe3-xTixO4nanoparticles: New recyclable heterogeneous catalyst for one-pot synthesis of tetrahydrobenzo[b]pyrans and dihydropyrano[2,3-c]pyrazole derivatives". . p. 745 - 758. Retrieved 2016.
• 7、 Zohreh, Nasrin,Hosseini, Seyed Hassan,Pourjavadi, Ali,Bennett, Craig. "Cross-linked poly(dimethylaminoethyl acrylamide) coated magnetic nanoparticles: A high loaded, retrievable, and stable basic catalyst for the synthesis of benzopyranes in water". . p. 50047 - 50055. Retrieved 2014.
• 8、 Maddila, Surya Narayana,Maddila, Suresh,Van Zyl, Werner E.,Jonnalagadda, Sreekantha B.. "Ceria-Vanadia/Silica-Catalyzed Cascade for C-C and C-O Bond Activation: Green One-Pot Synthesis of 2-Amino-3-cyano-4H-pyrans". . p. 38 - 42. Retrieved 2016.
• 9、 Cruz, Paula,Pérez, Yolanda,del Hierro, Isabel. "Heterogeneous Organocatalysts Based on a Triazine-Triazole Silane Ligand". . p. 4206 - 4214. Retrieved 2018.
• 10、 Sharifi, Zahra,Daneshvar, Nader,Langarudi, Mohaddeseh Safarpoor Nikoo,Shirini, Farhad. "Comparison of the efficiency of two imidazole-based dicationic ionic liquids as the catalysts in the synthesis of pyran derivatives and Knoevenagel condensations". . p. 4941 - 4958. Retrieved 2019.