N-(4-chlorophenyl)-N'-cyano-1,2,3,5-tetrahydro-7-phenyl-4H-1,4-benzodiazepin-4-imidazmide

Base Information

• Chemical Name: N-(4-chlorophenyl)-N'-cyano-1,2,3,5-tetrahydro-7-phenyl-4H-1,4-benzodiazepin-4-imidazmide
• CAS No.: 195986-32-4
• Molecular Formula: C₂₃H₂₀ClN₅
• Molecular Weight: 401.898
• Mol file: 195986-32-4.mol

Synonyms:N-(4-chlorophenyl)-N'-cyano-1,2,3,5-tetrahydro-7-phenyl-4H-1,4-benzodiazepin-4-imidazmide

Chemical Property of N-(4-chlorophenyl)-N'-cyano-1,2,3,5-tetrahydro-7-phenyl-4H-1,4-benzodiazepin-4-imidazmide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-chlorophenyl)-N'-cyano-1,2,3,5-tetrahydro-7-phenyl-4H-1,4-benzodiazepin-4-imidazmide

There total 5 articles about N-(4-chlorophenyl)-N'-cyano-1,2,3,5-tetrahydro-7-phenyl-4H-1,4-benzodiazepin-4-imidazmide 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: 75.0%

N-(4-chlorophenyl)-N'-cyanothiourea (98557-54-1) + 7-phenyl-1,4-benzodiazepin (195983-72-3) → N-(4-chlorophenyl)-N'-cyano-1,2,3,5-tetrahydro-7-phenyl-4H-1,4-benzodiazepin-4-imidazmide (195986-32-4)

Guidance literature:

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; for 18h;

DOI:10.1021/jm990391w

Reference yield: 75.0%

→ N-(4-chlorophenyl)-N'-cyano-1,2,3,5-tetrahydro-7-phenyl-4H-1,4-benzodiazepin-4-imidazmide (195986-32-4)

Guidance literature:

Reference yield:

2,3,4,5-Tetrahydro-7-bromo-1H-1,4-benzodiazepine-2,5-dione (195986-74-4) → N-(4-chlorophenyl)-N'-cyano-1,2,3,5-tetrahydro-7-phenyl-4H-1,4-benzodiazepin-4-imidazmide (195986-32-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / tetrakis(triphenylphosphine)palladium; aq. Na₂CO₃ / dimethylformamide; tetrahydrofuran / 48 h / 80 - 90 °C

2: LAH / tetrahydrofuran / 18 h / Heating

3: 75 percent / EDC / dimethylformamide / 18 h

With lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Substitution / 2: Reduction / 3: Condensation;

DOI:10.1021/jm990391w

upstream raw materials:

N-(4-chlorophenyl)-N'-cyanothiourea

7-phenyl-1,4-benzodiazepin

2,3,4,5-Tetrahydro-7-bromo-1H-1,4-benzodiazepine-2,5-dione

7-phenyl-1,4-benzodiazepine-2,5-dione

Refernces

• 1、 Ding, Charles Z.,Batorsky, Roberta,Bhide, Rajeev,Chao, Hannguang J.,Cho, Young,Chong, Saeho,Gullo-Brown, Johnni,Guo, Peng,Kim, Soong Hoon,Lee, Frank,Leftheris, Katerina,Miller, Arthur,Mitt, Toomas,Patel, Manorama,Penhallow, Becky A.,Ricca, Carol,Rose, William C.,Schmidt, Robert,Slusarchyk, William A.,Vite, Gregory,Yan, Ning,Manne, Veeraswamy,Hunt, John T.. "Discovery and structure-activity relationships of imidazole-containing tetrahydrobenzodiazepine inhibitors of farnesyltransferase". . p. 5241 - 5253. Retrieved 2007/10/03.