(E)-3-chloro-N-(4-((6-chloro-9-oxo-1,2-dihydropyrrolo[2,1-b]quinazolin-3(9H)-ylidene)methyl)phenyl)propanamide

Base Information

• Chemical Name: (E)-3-chloro-N-(4-((6-chloro-9-oxo-1,2-dihydropyrrolo[2,1-b]quinazolin-3(9H)-ylidene)methyl)phenyl)propanamide
• CAS No.: 1371597-67-9
• Molecular Formula: C₂₁H₁₇Cl₂N₃O₂
• Molecular Weight: 414.291
• Mol file: 1371597-67-9.mol

Synonyms:(E)-3-chloro-N-(4-((6-chloro-9-oxo-1,2-dihydropyrrolo[2,1-b]quinazolin-3(9H)-ylidene)methyl)phenyl)propanamide

Chemical Property of (E)-3-chloro-N-(4-((6-chloro-9-oxo-1,2-dihydropyrrolo[2,1-b]quinazolin-3(9H)-ylidene)methyl)phenyl)propanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-chloro-N-(4-((6-chloro-9-oxo-1,2-dihydropyrrolo[2,1-b]quinazolin-3(9H)-ylidene)methyl)phenyl)propanamide

There total 2 articles about (E)-3-chloro-N-(4-((6-chloro-9-oxo-1,2-dihydropyrrolo[2,1-b]quinazolin-3(9H)-ylidene)methyl)phenyl)propanamide 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: 90.9%

(E)-3-(4-aminobenzylidene)-6-chloro-2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one (1371597-65-7) + 2-chloropropionyl chloride (625-36-5) → (E)-3-chloro-N-(4-((6-chloro-9-oxo-1,2-dihydropyrrolo[2,1-b]quinazolin-3(9H)-ylidene)methyl)phenyl)propanamide (1371597-67-9)

Guidance literature:

In dichloromethane; for 6h; Reflux;

DOI:10.1016/j.bmc.2012.02.061

Reference yield:

3-chloro-6,7,8,9-tetrahydropyrrolo[2,1-b]quinazolin-11-one (55727-49-6) → (E)-3-chloro-N-(4-((6-chloro-9-oxo-1,2-dihydropyrrolo[2,1-b]quinazolin-3(9H)-ylidene)methyl)phenyl)propanamide (1371597-67-9)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium acetate; acetic acid / Reflux

2: sodiumsulfide nonahydrate; sodium hydroxide / ethanol; water / 8 h / 90 °C

3: dichloromethane / 6 h / Reflux

With sodiumsulfide nonahydrate; sodium acetate; acetic acid; sodium hydroxide; In ethanol; dichloromethane; water; 1: Claisen Schmidt condensation;

DOI:10.1016/j.bmc.2012.02.061

Reference yield: 66.8%

pyrrolidine (123-75-1) + (E)-3-chloro-N-(4-((6-chloro-9-oxo-1,2-dihydropyrrolo[2,1-b]quinazolin-3(9H)-ylidene)methyl)phenyl)propanamide (1371597-67-9) → (E)-N-(4-((6-chloro-9-oxo-1,2-dihydropyrrolo[2,1-b]quinazolin-3(9H)-ylidene)methyl)phenyl)-3-(pyrrolidin-1-yl)propanamide (1371597-71-5)

Guidance literature:

With potassium iodide; In ethanol; Reflux;

DOI:10.1016/j.bmc.2012.02.061

upstream raw materials:

(E)-3-(4-aminobenzylidene)-6-chloro-2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one

2-chloropropionyl chloride

3-chloro-6,7,8,9-tetrahydropyrrolo[2,1-b]quinazolin-11-one

Downstream raw materials:

(E)-N-(4-((6-chloro-9-oxo-1,2-dihydropyrrolo[2,1-b]quinazolin-3(9H)-ylidene)methyl)phenyl)-3-(pyrrolidin-1-yl)propanamide

(E)-N-(4-((6-chloro-9-oxo-1,2-dihydropyrrolo[2,1-b]quinazolin-3(9H)-ylidene)methyl)phenyl)-3-(piperidin-1-yl)propanamide

(E)-1-(3-((4-((6-chloro-9-oxo-1,2-dihydropyrrolo[2,1-b]quinazolin-3(9H)-ylidene)methyl)phenyl)amino)-3-oxopropyl)pyridin-1-ium chloride

(E)-N-(4-((6-chloro-9-oxo-1,2-dihydropyrrolo[2,1-b]quinazolin-3(9H)-ylidene)methyl)phenyl)-3-(diethylamino)propanamide