9a-(1-cyclohexyl-1H-tetrazol-5-yl)-1,4,5a,6,7,8,9,9a-octahydrospiro[benzo[e][1,4]diazepine-5,1'-cyclohexane]-2,3-dicarbonitrile

Base Information

• Chemical Name: 9a-(1-cyclohexyl-1H-tetrazol-5-yl)-1,4,5a,6,7,8,9,9a-octahydrospiro[benzo[e][1,4]diazepine-5,1'-cyclohexane]-2,3-dicarbonitrile
• CAS No.: 1374753-94-2
• Molecular Formula: C₂₃H₃₂N₈
• Molecular Weight: 420.561
• Mol file: 1374753-94-2.mol

Synonyms:9a-(1-cyclohexyl-1H-tetrazol-5-yl)-1,4,5a,6,7,8,9,9a-octahydrospiro[benzo[e][1,4]diazepine-5,1'-cyclohexane]-2,3-dicarbonitrile

Chemical Property of 9a-(1-cyclohexyl-1H-tetrazol-5-yl)-1,4,5a,6,7,8,9,9a-octahydrospiro[benzo[e][1,4]diazepine-5,1'-cyclohexane]-2,3-dicarbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9a-(1-cyclohexyl-1H-tetrazol-5-yl)-1,4,5a,6,7,8,9,9a-octahydrospiro[benzo[e][1,4]diazepine-5,1'-cyclohexane]-2,3-dicarbonitrile

There total 3 articles about 9a-(1-cyclohexyl-1H-tetrazol-5-yl)-1,4,5a,6,7,8,9,9a-octahydrospiro[benzo[e][1,4]diazepine-5,1'-cyclohexane]-2,3-dicarbonitrile 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: 93.0%

Cyclohexyl isocyanide (931-53-3) + trimethylsilylazide (4648-54-8) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + 2,3-diaminomaleonitrile (18514-52-8) → 9a-(1-cyclohexyl-1H-tetrazol-5-yl)-1,4,5a,6,7,8,9,9a-octahydrospiro[benzo[e][1,4]diazepine-5,1'-cyclohexane]-2,3-dicarbonitrile (1374753-94-2)

Guidance literature:

With NiO₃₉PW₁₁^(5-)*5C₈H₁₅N₂⁽¹⁺⁾*3H₂O; In methanol; at 20 ℃; for 3h;

DOI:10.1007/s13738-017-1116-y

Reference yield: 70.0%

C23H33N5O (1023300-29-9) → 9a-(1-cyclohexyl-1H-tetrazol-5-yl)-1,4,5a,6,7,8,9,9a-octahydrospiro[benzo[e][1,4]diazepine-5,1'-cyclohexane]-2,3-dicarbonitrile (1374753-94-2)

Guidance literature:

C₂₃H₃₃N₅O; With pyridine; phosphorus pentachloride; In dichloromethane; for 6h; Reflux;

With trimethylsilylazide; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1055/s-0031-1290603

Reference yield:

Cyclohexyl isocyanide (931-53-3) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 9a-(1-cyclohexyl-1H-tetrazol-5-yl)-1,4,5a,6,7,8,9,9a-octahydrospiro[benzo[e][1,4]diazepine-5,1'-cyclohexane]-2,3-dicarbonitrile (1374753-94-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene-4-sulfonic acid / methanol / 4 h / 20 °C

1.2: 12 h / 20 °C

2.1: pyridine; phosphorus pentachloride / dichloromethane / 6 h / Reflux

2.2: 24 h / 20 °C

With pyridine; phosphorus pentachloride; toluene-4-sulfonic acid; In methanol; dichloromethane;

DOI:10.1055/s-0031-1290603

upstream raw materials:

C₂₃H₃₃N₅O

Cyclohexyl isocyanide

cyclohexanone

trimethylsilylazide