4H-Benzo[a]quinolizine-1-carboxamide, 10-chloro-N-[2-(dimethylamino)ethyl]-6,7-dihydro-4-oxo-3-phenyl-, monohydrochloride

Base Information

• Chemical Name: 4H-Benzo[a]quinolizine-1-carboxamide, 10-chloro-N-[2-(dimethylamino)ethyl]-6,7-dihydro-4-oxo-3-phenyl-, monohydrochloride
• CAS No.: 104628-92-4
• Molecular Formula: C24H24ClN3O2.ClH
• Molecular Weight: 458.387
• Mol file: 104628-92-4.mol

Synonyms:

Chemical Property of 4H-Benzo[a]quinolizine-1-carboxamide, 10-chloro-N-[2-(dimethylamino)ethyl]-6,7-dihydro-4-oxo-3-phenyl-, monohydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4H-Benzo[a]quinolizine-1-carboxamide, 10-chloro-N-[2-(dimethylamino)ethyl]-6,7-dihydro-4-oxo-3-phenyl-, monohydrochloride

There total 6 articles about 4H-Benzo[a]quinolizine-1-carboxamide, 10-chloro-N-[2-(dimethylamino)ethyl]-6,7-dihydro-4-oxo-3-phenyl-, monohydrochloride 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:

sodium hydrogencarbonate (144-55-8) + 10-chloro-6,7-dihydro-4-oxo-3-phenyl-4H-benzoquinolizine-1-carboxylic acid (143943-71-9) + N,N-dimethylethylenediamine (108-00-9) → 10-chloro-N-<2-(dimethylamino)ethyl>-6,7-dihydro-4-oxo-3-phenyl-4H-benzoquinolizin-1-carboxamide hydrochloride (104628-92-4)

Guidance literature:

With thionyl chloride; triethylamine; In toluene;

Reference yield:

7-chloro-3,4-dihydroisoquinoline-1(2H)-thione (26406-59-7) → 10-chloro-N-<2-(dimethylamino)ethyl>-6,7-dihydro-4-oxo-3-phenyl-4H-benzoquinolizin-1-carboxamide hydrochloride (104628-92-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 2) NEt₃ / 1) CH₂Cl₂, 45 min

2: 83 percent / toluene / 8 h / Heating

3: 93 percent / NaOH / methanol; H₂O / 24 h / Heating

4: SOCl₂ / 1 h / Ambient temperature

5: NEt₃ / toluene / Ambient temperature

With sodium hydroxide; thionyl chloride; triethylamine; In methanol; water; toluene;

DOI:10.1002/hlca.19900730402

Reference yield:

methyl 10-chloro-6,7-dihydro-4-oxo-3-phenyl-4H-benzoquinolizine-1-carboxylate (104604-73-1) → 10-chloro-N-<2-(dimethylamino)ethyl>-6,7-dihydro-4-oxo-3-phenyl-4H-benzoquinolizin-1-carboxamide hydrochloride (104628-92-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / NaOH / methanol; H₂O / 24 h / Heating

2: SOCl₂ / 1 h / Ambient temperature

3: NEt₃ / toluene / Ambient temperature

With sodium hydroxide; thionyl chloride; triethylamine; In methanol; water; toluene;

DOI:10.1002/hlca.19900730402

upstream raw materials:

10-Chloro-4-oxo-3-phenyl-6,7-dihydro-4H-pyrido[2,1-a]isoquinoline-1-carbonyl chloride

N,N-dimethylethylenediamine

7-chloro-3,4-dihydroisoquinoline-1(2H)-thione

methyl 10-chloro-6,7-dihydro-4-oxo-3-phenyl-4H-benzoquinolizine-1-carboxylate