3-[(2-aminophenyl)amino]-8-(2-morpholin-4-ylethoxy)-dibenzo[b,e]oxepin-11(6H)-one

Base Information

• Chemical Name: 3-[(2-aminophenyl)amino]-8-(2-morpholin-4-ylethoxy)-dibenzo[b,e]oxepin-11(6H)-one
• CAS No.: 1482523-00-1
• Molecular Formula: C₂₆H₂₇N₃O₄
• Molecular Weight: 445.518
• Mol file: 1482523-00-1.mol

Synonyms:

Chemical Property of 3-[(2-aminophenyl)amino]-8-(2-morpholin-4-ylethoxy)-dibenzo[b,e]oxepin-11(6H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[(2-aminophenyl)amino]-8-(2-morpholin-4-ylethoxy)-dibenzo[b,e]oxepin-11(6H)-one

There total 8 articles about 3-[(2-aminophenyl)amino]-8-(2-morpholin-4-ylethoxy)-dibenzo[b,e]oxepin-11(6H)-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: 26.8%

3-chloro-8-[(2-morpholin-4-yl)ethoxy]dibenzo[b,e]oxepin-11(6H)-one (1566585-73-6) + 1,2-diamino-benzene (95-54-5) → 3-[(2-aminophenyl)amino]-8-(2-morpholin-4-ylethoxy)-dibenzo[b,e]oxepin-11(6H)-one (1482523-00-1)

Guidance literature:

With palladium diacetate; caesium carbonate; XPhos; In 1,4-dioxane; tert-butyl alcohol; at 110 ℃; for 6h; Inert atmosphere;

DOI:10.1021/jm401276h

Reference yield:

methyl 4-methoxy-2-methylbenzoate (35598-05-1) → 3-[(2-aminophenyl)amino]-8-(2-morpholin-4-ylethoxy)-dibenzo[b,e]oxepin-11(6H)-one (1482523-00-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 3 h / 72 °C

2.1: potassium carbonate / acetone / 4 h / Reflux

3.1: potassium hydroxide / water; methanol / 4 h / 40 °C

4.1: trifluoroacetic anhydride; thionyl chloride / dichloromethane / 0.5 h / 20 °C

4.2: 1.5 h

5.1: boron tribromide / dichloromethane / -20 °C / Inert atmosphere

6.1: potassium carbonate / acetone / 6 h / Reflux; Inert atmosphere

7.1: caesium carbonate; XPhos; palladium diacetate / 1,4-dioxane; tert-butyl alcohol / 6 h / 110 °C / Inert atmosphere

With N-Bromosuccinimide; thionyl chloride; 2,2'-azobis(isobutyronitrile); palladium diacetate; boron tribromide; potassium carbonate; caesium carbonate; trifluoroacetic anhydride; potassium hydroxide; XPhos; In 1,4-dioxane; methanol; tetrachloromethane; dichloromethane; water; acetone; tert-butyl alcohol;

DOI:10.1021/jm401276h

Reference yield:

methyl 2-[(3-chlorophenoxy)methyl]-4-methoxybenzoate (1482523-66-9) → 3-[(2-aminophenyl)amino]-8-(2-morpholin-4-ylethoxy)-dibenzo[b,e]oxepin-11(6H)-one (1482523-00-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium hydroxide / water; methanol / 4 h / 40 °C

2.1: trifluoroacetic anhydride; thionyl chloride / dichloromethane / 0.5 h / 20 °C

2.2: 1.5 h

3.1: boron tribromide / dichloromethane / -20 °C / Inert atmosphere

4.1: potassium carbonate / acetone / 6 h / Reflux; Inert atmosphere

5.1: caesium carbonate; XPhos; palladium diacetate / 1,4-dioxane; tert-butyl alcohol / 6 h / 110 °C / Inert atmosphere

With thionyl chloride; palladium diacetate; boron tribromide; potassium carbonate; caesium carbonate; trifluoroacetic anhydride; potassium hydroxide; XPhos; In 1,4-dioxane; methanol; dichloromethane; water; acetone; tert-butyl alcohol;

DOI:10.1021/jm401276h

upstream raw materials:

3-chloro-8-[(2-morpholin-4-yl)ethoxy]dibenzo[b,e]oxepin-11(6H)-one

1,2-diamino-benzene

4-methoxy-2-methylbenzoic acid

methyl 4-methoxy-2-methylbenzoate

Refernces