2-amino-4-phenyl-4H-benzo[h]chromene-3-carbonitrile

Base Information

• Chemical Name: 2-amino-4-phenyl-4H-benzo[h]chromene-3-carbonitrile
• CAS No.: 119825-05-7
• Molecular Formula: C20H14N2O
• Molecular Weight: 298.344
• Hs Code.: 2932999099
• Mol file: 119825-05-7.mol

Synonyms:3-amino-2-cyano-1-phenyl-1H-benzo[f]chromene;2-amino-4-phenyl-4H-benzo[f]chromene-3-carbonitrile;2-amino-3-cyano-4-phenyl-4H-benzo[h]chromene;2-amino-3-cyano-4-phenyl-4H-benzochromene;2-amino-4H-phenyl-benzochromene-3-carbonitrile;2-amino-4-phenyl-4H-naphtho[1,2-b]pyran-3-carbonitrile;3-amino-naphtho[2,1-b]pyrane-2-carbonitrile;1H-Naphtho[2,1-b]pyran-2-carbonitrile,3-amino-1-phenyl;

Chemical Property of 2-amino-4-phenyl-4H-benzo[h]chromene-3-carbonitrile

Chemical Property:

• PSA: 59.04000
• LogP: 4.75828

Purity/Quality:

2-AMINO-3-CYANO-4-PHENYL-4H-BENZO[H]CHROMENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-amino-4-phenyl-4H-benzo[h]chromene-3-carbonitrile

There total 10 articles about 2-amino-4-phenyl-4H-benzo[h]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%

α-naphthol (90-15-3) + Benzylidenemalononitrile (2700-22-3) → 2-amino-4-phenyl-4H-benzo[h]chromene-3-carbonitrile (119825-05-7)

Guidance literature:

With Aliquat 336; In water; for 0.0833333h; Microwave irradiation;

DOI:10.3184/030823408X333436

Reference yield: 98.0%

α-naphthol (90-15-3) + benzaldehyde (100-52-7) + malononitrile (109-77-3) → 2-amino-4-phenyl-4H-benzo[h]chromene-3-carbonitrile (119825-05-7)

Guidance literature:

With copper(ll) sulfate pentahydrate; In ethanol; water; for 1h; Solvent; Time; Concentration; Reflux; Green chemistry;

DOI:10.5012/jkcs.2013.57.3.357

Reference yield: 90.0%

α-naphthol (90-15-3) + malononitrile (109-77-3) + benzyl alcohol (100-51-6,185532-71-2) → 2-amino-4-phenyl-4H-benzo[h]chromene-3-carbonitrile (119825-05-7)

Guidance literature:

With ammonium cerium (IV) nitrate; 1,2-dimethyl-3-[4-(1,2-dimethyl-1H-imidazol-3-ium-3-yl)butyl]-1H-imidazol-3-ium dibromide; In neat (no solvent); at 20 ℃; for 1h; Milling; Green chemistry;

DOI:10.4067/S0717-97072017000100019

upstream raw materials:

α-naphthol

Benzylidenemalononitrile

benzaldehyde

malononitrile

Downstream raw materials:

7-phenyl-7H-benzo[7,8]chromeno[2,3-d]pyrimidine-8,10(9H,11H)-dithione

7-Phenyl-7,9-dihydro-8H-benzo[7,8]chromeno[2,3-d]pyrimidin-8-one

C₂₈H₂₄N₂O₂

C₂₆H₂₀N₂O₂

Refernces

• 1、 Sabitha, Gowravaram,Bhikshapathi,Nayak, Sambit,Srinivas,Yadav. "Triton B catalyzed three-component, one-pot synthesis of 2-amino-2-chromenes at ambient temperature". . p. 267 - 271. Retrieved 2011.
• 2、 Nikpassand, Mohammad,Fekri, Leila Zare,Ahmadi, Parvin. "Grinding synthesis of 2-AMINO-4H-chromenes using 3,3-(BUTANE-1,4-DIYL) BIS (1,2-DIMETHYL-1H-IMIDAZOLE-3-IUM)Br-CAN as a novel reagent". . p. 3399 - 3402. Retrieved 2017.
• 3、 Chen, Lu,Huang, Xu-Jiang,Li, Yi-Qun,Zhou, Mei-Yun,Zheng, Wen-Jie. "A one-pot multicomponent reaction for the synthesis of 2-amino-2-chromenes promoted by N,N-dimethylamino-functionalized basic ionic liquid catalysis under solvent-free condition". . p. 45 - 47. Retrieved 2009.
• 4、 Hosseini-Sarvari, Mona,Shafiee-Haghighi, Sara. "Multi-component synthesis of 2-amino-4h-chromenes catalyzed by nano zno in water". . p. 1285 - 1298. Retrieved 2011.
• 5、 Akbarian, Mohadeseh,Daliran, Saba,Oveisi, Ali Reza,Sanchooli, Esmael. "Choline chloride-coated UiO-66-Urea MOF: A novel multifunctional heterogeneous catalyst for efficient one-pot three-component synthesis of 2-amino-4H-chromenes". . . Retrieved 2021.
• 6、 Pradhan, Sagnika,Sahu, Vivekananda,Mishra. "CaO-ZrO2 nanocomposite oxide prepared by urea hydrolysis method as heterogeneous base catalyst for synthesis of chromene analogues". . p. 297 - 309. Retrieved 2016.
• 7、 Kumar, Dalip,Reddy, V. Buchi,Mishra, Braj G.,Rana,Nadagouda, Mallikarjuna N.,Varma, Rajender S.. "Nanosized magnesium oxide as catalyst for the rapid and green synthesis of substituted 2-amino-2-chromenes". . p. 3093 - 3097. Retrieved 2007.
• 8、 Li, Pengyu,Yang, Yu,Wu, Xueling,Lu, Jiali,Hu, Lingrui,Chen, Weihua,Zhang, Wenqin. "Solvent Selective Polyacrylonitrile Fiber as a Recyclable Catalyst for the Knoevenagel-Michael Reaction in Water". . p. 43 - 54. Retrieved 2021/04/05.
• 9、 KIASAT, Ali Reza,HAMID, Sheida,SAGHANEZHAD, Seyyed Jafar. "Bipyridinium chloride supported rice husk silica: An efficient nanocomposite for the one-pot preparation of spirooxindole pyran and 2-amino-4h-chromene derivatives". . p. 927 - 934. Retrieved 2021/02/05.