1-phenyl-3-propoxy-1,2,3,4-tetrahydroquinoline-6-carbaldehyde-N-(4-formyl)phenyl-N-phenyl-hydrazone

Base Information

• Chemical Name: 1-phenyl-3-propoxy-1,2,3,4-tetrahydroquinoline-6-carbaldehyde-N-(4-formyl)phenyl-N-phenyl-hydrazone
• CAS No.: 1529853-62-0
• Molecular Formula: C₃₂H₃₁N₃O₂
• Molecular Weight: 489.617
• Mol file: 1529853-62-0.mol

Synonyms:1-phenyl-3-propoxy-1,2,3,4-tetrahydroquinoline-6-carbaldehyde-N-(4-formyl)phenyl-N-phenyl-hydrazone

Chemical Property of 1-phenyl-3-propoxy-1,2,3,4-tetrahydroquinoline-6-carbaldehyde-N-(4-formyl)phenyl-N-phenyl-hydrazone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-phenyl-3-propoxy-1,2,3,4-tetrahydroquinoline-6-carbaldehyde-N-(4-formyl)phenyl-N-phenyl-hydrazone

There total 6 articles about 1-phenyl-3-propoxy-1,2,3,4-tetrahydroquinoline-6-carbaldehyde-N-(4-formyl)phenyl-N-phenyl-hydrazone 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: 64.0%

1-phenyl-3-propoxy-1,2,3,4-tetrahydroquinoline-6-carbaldehyde N-phenylhydrazone (1529853-61-9) + 4-fluorobenzaldehyde (459-57-4) → 1-phenyl-3-propoxy-1,2,3,4-tetrahydroquinoline-6-carbaldehyde-N-(4-formyl)phenyl-N-phenyl-hydrazone (1529853-62-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 20h; Reflux; Inert atmosphere;

Reference yield:

1-phenyl-3-propoxy-1,2,3,4-tetrahydroquinoline-6-carbaldehyde (1175004-74-6) → 1-phenyl-3-propoxy-1,2,3,4-tetrahydroquinoline-6-carbaldehyde-N-(4-formyl)phenyl-N-phenyl-hydrazone (1529853-62-0)

Guidance literature:

Multi-step reaction with 2 steps

1: isopropyl alcohol / 3 h / 85 °C

2: potassium carbonate / N,N-dimethyl-formamide / 3 h / 90 °C / Inert atmosphere

With potassium carbonate; In N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1016/j.dyepig.2014.01.010

Reference yield:

acetic acid 1-phenyl-1,2,3,4-tetrahydro-quinolin-3-yl ester (3297-78-7) → 1-phenyl-3-propoxy-1,2,3,4-tetrahydroquinoline-6-carbaldehyde-N-(4-formyl)phenyl-N-phenyl-hydrazone (1529853-62-0)

Guidance literature:

Multi-step reaction with 5 steps

1: trichlorophosphate

2: potassium hydroxide / methanol; water / 0.58 h / Reflux

3: potassium hydroxide; sodium sulfate / N,N-dimethyl-formamide / 60 - 65 °C

4: isopropyl alcohol / 3 h / 85 °C

5: potassium carbonate / N,N-dimethyl-formamide / 3 h / 90 °C / Inert atmosphere

With potassium carbonate; sodium sulfate; potassium hydroxide; trichlorophosphate; In methanol; water; N,N-dimethyl-formamide; isopropyl alcohol; 1: |Vilsmeier-Haack Formylation;

DOI:10.1016/j.dyepig.2014.01.010

upstream raw materials:

acetic acid 1-phenyl-1,2,3,4-tetrahydro-quinolin-3-yl ester

3-acetyl-1-phenyl-1,2,3,4-tetrahydroquinoline-6-carbaldehyde

1-phenyl-3-propoxy-1,2,3,4-tetrahydroquinoline-6-carbaldehyde N-phenylhydrazone

4-fluorobenzaldehyde

Downstream raw materials:

1-phenyl-3-propoxy-1,2,3,4-tetrahydroquinoline-6-carbaldehyde-N-4-(3-carboxymethyl-4-oxo-2-thioxo-1,3-thiazolidin-5-ylidenmethyl)phenyl-N-phenylhydrazone

2-cyano-3-{4-[1-phenyl-2-(1-phenyl-3-propoxy-1,2,3,4-tetrahydroquinolin-6-methy-lene)hydrazinyl]phenyl}acrylic acid