4-(4-methylphenyldiazenyl)-1,1,3-triphenyl-6,7,8,9-tetrahydro-5H-[1,3,2λ4]oxazaborino[3,4-a]azepine

Base Information

• Chemical Name: 4-(4-methylphenyldiazenyl)-1,1,3-triphenyl-6,7,8,9-tetrahydro-5H-[1,3,2λ4]oxazaborino[3,4-a]azepine
• CAS No.: 1357027-12-3
• Molecular Formula: C₃₃H₃₂BN₃O
• Molecular Weight: 497.448

Synonyms:4-(4-methylphenyldiazenyl)-1,1,3-triphenyl-6,7,8,9-tetrahydro-5H-[1,3,2λ4]oxazaborino[3,4-a]azepine

Chemical Property of 4-(4-methylphenyldiazenyl)-1,1,3-triphenyl-6,7,8,9-tetrahydro-5H-[1,3,2λ4]oxazaborino[3,4-a]azepine

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Technology Process of 4-(4-methylphenyldiazenyl)-1,1,3-triphenyl-6,7,8,9-tetrahydro-5H-[1,3,2λ4]oxazaborino[3,4-a]azepine

There total 2 articles about 4-(4-methylphenyldiazenyl)-1,1,3-triphenyl-6,7,8,9-tetrahydro-5H-[1,3,2λ4]oxazaborino[3,4-a]azepine 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: 52.0%

(α-hexahydroazepinylidene)-acetophenone (64944-51-0) + 4-methylbenzenediazonium tetraphenylborate (3855-90-1) → 4-(4-methylphenyldiazenyl)-1,1,3-triphenyl-6,7,8,9-tetrahydro-5H-[1,3,2λ4]oxazaborino[3,4-a]azepine (1357027-12-3)

Guidance literature:

In dichloromethane; toluene; at 5 ℃; for 3h; Reflux;

DOI:10.1016/j.jorganchem.2011.11.004

Reference yield:

1-phenylbutan-1,3-dione (93-91-4) → 4-(4-methylphenyldiazenyl)-1,1,3-triphenyl-6,7,8,9-tetrahydro-5H-[1,3,2λ4]oxazaborino[3,4-a]azepine (1357027-12-3)

Guidance literature:

Multi-step reaction with 3 steps

1: bis(acetylacetonate)nickel(II) / 24 h / 100 °C

2: methanol; sodium / 1 h / Reflux

3: dichloromethane; toluene / 3 h / 5 °C / Reflux

With methanol; bis(acetylacetonate)nickel(II); sodium; In dichloromethane; toluene;

DOI:10.1016/j.jorganchem.2011.11.004

Reference yield: 48.0%

4-(4-methylphenyldiazenyl)-1,1,3-triphenyl-6,7,8,9-tetrahydro-5H-[1,3,2λ4]oxazaborino[3,4-a]azepine (1357027-12-3) → 4-benzoyl-1,1-diphenyl-2-(4-methylphenyl)-2,5,6,7,8,9-hexahydro-1H-[1,2,4,3λ4]triazaborino[4,5-d]azepine (1357027-24-7)

Guidance literature:

at 200 ℃; for 1.5h;

DOI:10.1016/j.jorganchem.2011.11.004

upstream raw materials:

(α-hexahydroazepinylidene)-acetophenone

4-methylbenzenediazonium tetraphenylborate

1-phenylbutan-1,3-dione

Downstream raw materials:

4-benzoyl-1,1-diphenyl-2-(4-methylphenyl)-2,5,6,7,8,9-hexahydro-1H-[1,2,4,3λ4]triazaborino[4,5-d]azepine

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