2-Iodoquinoline-3-carbaldehyde

Base Information

• Chemical Name: 2-Iodoquinoline-3-carbaldehyde
• CAS No.: 80231-40-9
• Molecular Formula: C10H6INO
• Molecular Weight: 283.068
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID70451025
• Nikkaji Number: J906.143F
• Wikidata: Q82270880
• Mol file: 80231-40-9.mol

Synonyms:2-iodoquinoline-3-carbaldehyde;80231-40-9;3-Formyl-2-iodoquinoline;SCHEMBL372183;2-iodo-3-quinolinecarboxaldehyde;2-Iodo-quinoline-3-carbaldehyde;DTXSID70451025;2-iodo-3-quinoline carboxaldehyde;RACRQJGNJCQAFA-UHFFFAOYSA-N;BBL032944;MFCD18448256;STL316867;AKOS022139652;SB69100;VS-11672;CS-0314539

Chemical Property of 2-Iodoquinoline-3-carbaldehyde

Chemical Property:

• Melting Point: 150-152 °C(Solv: ethanol (64-17-5))
• Boiling Point: 388.7±27.0 °C(Predicted)
• PKA: -0.05±0.50(Predicted)
• PSA: 29.96000
• Density: 1.880±0.06 g/cm3(Predicted)
• LogP: 2.65190
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 282.94941
• Heavy Atom Count: 13
• Complexity: 197

Purity/Quality:

99% ^*data from raw suppliers

2-Iodoquinoline-3-carbaldehyde 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(C(=N2)I)C=O

Technology Process of 2-Iodoquinoline-3-carbaldehyde

There total 3 articles about 2-Iodoquinoline-3-carbaldehyde 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: 89.0%

2-chloro-3-quinoline carboxaldehyde (73568-25-9) → 2-iodo-3-quinolinecarboxaldehyde (80231-40-9)

Guidance literature:

With hydrogenchloride; sodium iodide; In acetonitrile; at 90 ℃; for 6h;

DOI:10.1007/s10593-017-2070-4

Reference yield:

Acetanilid (103-84-4) → 2-iodo-3-quinolinecarboxaldehyde (80231-40-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / POCl₃

2: NaI, HCl / acetonitrile

With hydrogenchloride; sodium iodide; trichlorophosphate; In acetonitrile;

DOI:10.1016/S0040-4039(97)01077-0

Reference yield:

→ 2-iodo-3-quinolinecarboxaldehyde (80231-40-9)

Guidance literature:

upstream raw materials:

2-chloro-3-quinoline carboxaldehyde

Acetanilid

Downstream raw materials:

(2-iodoquinolin-3-yl)methanol

2-benzyl-2,3-dihydro-1H-pyrrolo[3,4-b]quinoline

ethyl 2,3-dihydro-1H-pyrrolo[3,4-b]quinolin-2-carboxylate

ethyl 2-(2-benzyl-2,3-dihydro-1H-pyrrolo[3,4-b]quinolin-3-yl)acetate

Refernces

• 1、 Garrido-Castro, Alberto F.,Salaverri, Noelia,Maestro, M. Carmen,Alemán, José. "Intramolecular Homolytic Substitution Enabled by Photoredox Catalysis: Sulfur, Phosphorus, and Silicon Heterocycle Synthesis from Aryl Halides". supporting information. p. 5295 - 5300. Retrieved 2019/07/03.
• 2、 Wagh, Manoj Balu,Shankar,Kumar, U. K. Syam,Gill. "A concise and convergent synthesis of luotonin B and E". supporting information; experimental part. p. 84 - 88. Retrieved 2011/03/20.