3-iodo-1H-indole-2-carbaldehyde

Base Information

• Chemical Name: 3-iodo-1H-indole-2-carbaldehyde
• CAS No.: 176327-44-9
• Molecular Formula: C9H6INO
• Molecular Weight: 271.057
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID80453151
• Nikkaji Number: J725.347H
• Wikidata: Q82274189
• Mol file: 176327-44-9.mol

Synonyms:3-iodo-1H-indole-2-carbaldehyde;176327-44-9;1H-Indole-2-carboxaldehyde, 3-iodo-;iodoindole-2-carbaldehyde;DTXSID80453151;BHA32744;MFCD18450092;AKOS015853668;DF-0704;FT-0683027;W19263;A853514;A1-02010;J-512673

Chemical Property of 3-iodo-1H-indole-2-carbaldehyde

Chemical Property:

• PSA: 32.86000
• LogP: 2.58500
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 270.94941
• Heavy Atom Count: 12
• Complexity: 185

Purity/Quality:

97% ^*data from raw suppliers

3-Iodo-1H-indole-2-carbaldehyde >95% ^*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(N2)C=O)I

Technology Process of 3-iodo-1H-indole-2-carbaldehyde

There total 3 articles about 3-iodo-1H-indole-2-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: 95.0%

1H-indol-2-ylcarboxaldehyde (19005-93-7) → 3-iodo-1H-indole-2-carboxaldehyde (176327-44-9)

Guidance literature:

With iodine; potassium hydroxide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 3.5h;

DOI:10.1002/chem.201802350

Reference yield:

2-(hydroxymethyl)indole (24621-70-3) → 3-iodo-1H-indole-2-carboxaldehyde (176327-44-9)

Guidance literature:

Multi-step reaction with 2 steps

1: manganese(IV) oxide / dichloromethane / 6 h / 20 °C / Reflux

2: potassium hydroxide; iodine / N,N-dimethyl-formamide / 3.5 h / 0 - 20 °C

With manganese(IV) oxide; iodine; potassium hydroxide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/chem.201802350

Reference yield:

2-carbethoxyindole (3770-50-1,117770-52-2) → 3-iodo-1H-indole-2-carboxaldehyde (176327-44-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.17 h / 0 - 20 °C

1.2: 0.33 h / 0 - 20 °C

2.1: manganese(IV) oxide / dichloromethane / 6 h / 20 °C / Reflux

3.1: potassium hydroxide; iodine / N,N-dimethyl-formamide / 3.5 h / 0 - 20 °C

With manganese(IV) oxide; lithium aluminium tetrahydride; iodine; potassium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/chem.201802350

upstream raw materials:

1H-indol-2-ylcarboxaldehyde

2-(hydroxymethyl)indole

2-carbethoxyindole

Downstream raw materials:

N-(benzenesulfonyl)-3-iodoindole-2-carboxaldehyde

3-(3-benzyloxymethyl-2-phenylsulfanyl-3H-imidazol-4-yl)-1H-indole-2-carbaldehyde

3-(phenylethynyl)-1H-indole-2-carboxaldehyde

1-nitro-2-(2-nitrophenyl)benzene