Benz[cd]indol-5(1H)-one

Base Information

• Chemical Name: Benz[cd]indol-5(1H)-one
• CAS No.: 37006-34-1
• Molecular Formula: C₁₁H₇NO
• Molecular Weight: 169.183
• Mol file: 37006-34-1.mol

Synonyms:Benz[cd]indol-5(1H)-one

Chemical Property of Benz[cd]indol-5(1H)-one

Chemical Property:

• PSA: 32.86000
• LogP: 2.11910

Purity/Quality:

Benz[cd]indol-5(1H)-one 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benz[cd]indol-5(1H)-one

There total 6 articles about Benz[cd]indol-5(1H)-one 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: 71.0%

1-pivaloyl-4-bromo-5-oxo-1,3,4,5-tetrahydrobenz[c,d]indole (253191-72-9) → Benzindol-5(1H)-on (37006-34-1)

Guidance literature:

With sodium hydride; succinic acid diethyl ester; In ethanol; benzene; at 20 ℃; for 2.5h;

Reference yield: 8.06%

5-[(1H-indol-3-yl)methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione (68588-31-8) → Benzindol-5(1H)-on (37006-34-1) + 3-ethynyl-1H-indole (62365-78-0)

Guidance literature:

at 600 ℃; under 0.001 - 0.01 Torr;

Reference yield:

1-(2,2-Dimethyl-propionyl)-3,4-dihydro-1H-benzo[cd]indol-5-one (160320-10-5) → Benzindol-5(1H)-on (37006-34-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / bromine-dioxane complex / CH₂Cl₂; diethyl ether / 1.5 h / 20 °C

2: 71 percent / diethyl succinate; NaH / benzene; ethanol / 2.5 h / 20 °C

With bromine; sodium hydride; succinic acid diethyl ester; In diethyl ether; ethanol; dichloromethane; benzene; 1: Bromination / 2: Dehydrobromination;

upstream raw materials:

5-[(1H-indol-3-yl)methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione

1-pivaloyl-4-bromo-5-oxo-1,3,4,5-tetrahydrobenz[c,d]indole

tetrachloromethane

3,4-dihydrobenzo[cd]indol-5(1H)-one

Refernces

• 1、 Moldavi, Istvan,Temesvari-Major, Eszter,Balazs, Mihaly,Gacs-Baitz, Eszter,Egyaed, Orsolya,Szantay, Csaba. "Chemistry of Indoles Carrying a Basic Function. Part V. Some Observations while Constructing the Ergoline Ring by the Stobbe Reaction". . p. 3018 - 3029. Retrieved 2007/10/03.