3-Cinnolinecarboxaldehyde

Base Information

• Chemical Name: 3-Cinnolinecarboxaldehyde
• CAS No.: 51073-57-5
• Molecular Formula: C9H6N2O
• Molecular Weight: 158.159
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50591332
• Wikidata: Q72460938
• Mol file: 51073-57-5.mol

Synonyms:3-cinnolinecarboxaldehyde

Chemical Property of 3-Cinnolinecarboxaldehyde

Chemical Property:

• Vapor Pressure: 0.153mmHg at 25°C
• Refractive Index: 1.7
• Boiling Point: 214.779 °C at 760 mmHg
• Flash Point: 85.67 °C
• PSA: 42.85000
• Density: 1.3 g/cm³
• LogP: 1.44230
• Storage Temp.: 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 158.048012819
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

97% ^*data from raw suppliers

3-Cinnolinecarboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(N=N2)C=O
• Uses: 3-Cinnolinecarboxaldehyde is a compound used in studies of the synthesis of schizocommunin (272119-70-7).

Technology Process of 3-Cinnolinecarboxaldehyde

There total 6 articles about 3-Cinnolinecarboxaldehyde 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: 80.0%

(1R,2S,3R)-1-cinnolin-3-ylbutane-1,2,3,4-tetrol (17460-12-7) → cinnoline-3-carboxaldehyde (51073-57-5)

Guidance literature:

With potassium metaperiodate; In dichloromethane; water; at 20 ℃;

DOI:10.1055/s-0039-1690752

Reference yield: 67.0%

methyl 4-chlorocinnoline-3-carboxylate (104680-31-1) → 4-chlorocinnoline-3-carboxaldehyde + cinnoline-3-carboxaldehyde (51073-57-5)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 ℃; for 0.25h; Inert atmosphere;

DOI:10.1021/np400263f

Reference yield:

D-tagatose phenylosazone (3879-35-4) → cinnoline-3-carboxaldehyde (51073-57-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / water / pH 11

2: potassium metaperiodate / water; dichloromethane / 20 °C

With potassium metaperiodate; sodium hydroxide; In dichloromethane; water;

DOI:10.1055/s-0039-1690752

upstream raw materials:

methyl 4-chlorocinnoline-3-carboxylate

(1R,2S,3R)-1-cinnolin-3-ylbutane-1,2,3,4-tetrol

D-tagatose phenylosazone

Downstream raw materials:

(R)-N-((1R,2R)-3-((S)-4-benzyl-5,5-dimethyl-2-oxooxazolidin-3-yl)-1-(cinnolin-3-yl)-2-methyl-3-oxopropyl)-2-methylpropane-2-sulfinamide

cinnoline-3-carboxylic acid

C₂₆H₂₂FN₃O₃

3-({(cinnolin-3-ylcarbonyl)[(1R)-1-(4-fluorophenyl)ethyl]amino}methyl)benzoic acid