5,6-Dihydroimidazo[4,5,1-jk][1]benzazepine-2,7(1H,4H)-dione

Base Information

• Chemical Name: 5,6-Dihydroimidazo[4,5,1-jk][1]benzazepine-2,7(1H,4H)-dione
• CAS No.: 92260-81-6
• Molecular Formula: C11H10N2O2
• Molecular Weight: 202.213
• Mol file: 92260-81-6.mol

Synonyms:8,9-dihydro-2H,7H-2,9a-diaza-benzo[cd]azulene-1,6-dione;

Chemical Property of 5,6-Dihydroimidazo[4,5,1-jk][1]benzazepine-2,7(1H,4H)-dione

Chemical Property:

• PKA: 13.26±0.20(Predicted)
• PSA: 55.12000
• Density: 1.42 g/cm³
• LogP: 1.71840
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

5,6-Dihydroimidazo[4,5,1-jk][1]benzazepine-2,7(1H,4H)-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5,6-Dihydroimidazo[4,5,1-jk][1]benzazepine-2,7(1H,4H)-dione is a compound useful in organic synthesis. 5,6-Dihydroimidazo[4,5,1-jk][1]benzazepine-2,7(1H,4H)-dione (cas# 92260-81-6) is a compound useful in organic synthesis.

Technology Process of 5,6-Dihydroimidazo[4,5,1-jk][1]benzazepine-2,7(1H,4H)-dione

There total 6 articles about 5,6-Dihydroimidazo[4,5,1-jk][1]benzazepine-2,7(1H,4H)-dione 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:

4-(1,2-dihydro-2-oxobenzo[d]imidazole-3-yl)butanoic acid (3273-68-5) → 5,6-dihydroimidazo[4,5,1-jk][1]benzazepin-2,7-[1H,4H]-dione (92260-81-6)

Guidance literature:

With aluminium trichloride; thionyl chloride; Yield given. Multistep reaction; 2.) 1,2-dichloroethane;

DOI:10.1016/0040-4039(95)00006-X

Reference yield:

chloro 2,3-dihydro-2-oxo-1H-benzimidazol-1-butanoate (1021910-67-7) → 5,6-dihydroimidazo[4,5,1-jk][1]benzazepin-2,7-[1H,4H]-dione (92260-81-6)

Guidance literature:

chloro 2,3-dihydro-2-oxo-1H-benzimidazol-1-butanoate; With aluminum (III) chloride; In dichloromethane; at 20 - 25 ℃; Heating / reflux;

With hydrogenchloride; In water;

With sodium hydroxide; In water;

Reference yield:

1,3-dihydro-1-(1-methylethenyl)-2H-benzimidazol-2-one (52099-72-6) → 5,6-dihydroimidazo[4,5,1-jk][1]benzazepin-2,7-[1H,4H]-dione (92260-81-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / acetone / 18 h / Heating / reflux

2.1: sodium hydroxide; water / tetrahydrofuran / 20 °C / Heating / reflux

2.2: 0.5 h / 2 °C

3.1: hydrogenchloride; water / tetrahydrofuran / 2 h

4.1: thionyl chloride / dichloromethane / 2 h / 20 °C

4.2: 20 °C / Heating / reflux

With hydrogenchloride; sodium hydroxide; thionyl chloride; water; potassium carbonate; In tetrahydrofuran; dichloromethane; acetone;

upstream raw materials:

4-(1,2-dihydro-2-oxobenzo[d]imidazole-3-yl)butanoic acid

chloro 2,3-dihydro-2-oxo-1H-benzimidazol-1-butanoate

1,3-dihydro-1-(1-methylethenyl)-2H-benzimidazol-2-one

1,2-diamino-benzene

Downstream raw materials:

trans-(+/-)-4,5,6,7-tetrahydro-7-hydroxy-6-[(1-methylethyl)amino]-imidazo[4,5,1-jk][1]benzazepin-2(1H)-one hydrochloride

Refernces

• 1、 -. "PROCESS FOR MAKING A CRYSTALLINE ZILPATEROL SALT". . . Retrieved 2012/03/26.
• 2、 -. "HETEROCYCLIC COMPOUNDS USEFUL AS ANABOLIC AGENTS FOR LIVESTOCK ANIMALS". Page/Page column 77-78. . Retrieved 2008/06/13.