1-benzyl-1H-indole-5-carbaldehyde

Base Information

• Chemical Name: 1-benzyl-1H-indole-5-carbaldehyde
• CAS No.: 63263-88-7
• Molecular Formula: C16H13NO
• Molecular Weight: 235.285
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50445765
• Nikkaji Number: J2.300.905F
• Wikidata: Q82264294
• Mol file: 63263-88-7.mol

Synonyms:1-benzyl-1H-indole-5-carbaldehyde;63263-88-7;1-Benzylindole-5-carboxaldehyde;1-benzylindole-5-carbaldehyde;SCHEMBL14207388;DTXSID50445765;MFCD09455245;STK501445;AKOS000321737;LS-01870;CS-0319672;FT-0662819;A1-01404

Chemical Property of 1-benzyl-1H-indole-5-carbaldehyde

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 62 - 64°C
• Boiling Point: 439.815oC at 760 mmHg
• Flash Point: 219.792oC
• PSA: 22.00000
• Density: 1.106g/cm3
• LogP: 3.50210
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 235.099714038
• Heavy Atom Count: 18
• Complexity: 285

Purity/Quality:

97% ^*data from raw suppliers

1-Benzylindole-5-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C=CC3=C2C=CC(=C3)C=O
• Uses: 1-Benzylindole-5-carboxaldehyde can be used to prepare indole sulfonamide derivatives as intermediates in pharmaceuticals.

Technology Process of 1-benzyl-1H-indole-5-carbaldehyde

There total 5 articles about 1-benzyl-1H-indole-5-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: 85.0%

1H-indole-5-carboxaldehyde (1196-69-6) + benzyl chloride (100-44-7) → 1-benzyl-1H-indole-5-carbaldehyde (63263-88-7)

Guidance literature:

1H-indole-5-carboxaldehyde; With potassium tert-butylate; potassium iodide; In N,N-dimethyl-formamide; for 0.25h; Inert atmosphere;

benzyl chloride; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jm300197a

Reference yield: 84.0%

1H-indole-5-carboxaldehyde (1196-69-6) + iodomethylbenzene (620-05-3) → 1-benzyl-1H-indole-5-carbaldehyde (63263-88-7)

Guidance literature:

1H-indole-5-carboxaldehyde; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h; Inert atmosphere;

iodomethylbenzene; In N,N-dimethyl-formamide; at 25 ℃; for 12h; Inert atmosphere;

DOI:10.3390/molecules27020463

Reference yield: 75.0%

N-benzylindoline-5-carboxaldehyde (63263-84-3) → 1-benzyl-1H-indole-5-carbaldehyde (63263-88-7)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 0 ℃; for 3h;

DOI:10.3987/COM-06-10670

upstream raw materials:

N-benzylindoline-5-carboxaldehyde

1-benzyl-2,3-dihydro-1H-indole

N,N-dimethyl-formamide

1H-indole-5-carboxaldehyde

Downstream raw materials:

(E)-3-(1-Benzyl-1H-indol-5-yl)-acrylic acid ethyl ester

(E)-3-(1-Benzyl-1H-indol-5-yl)-2-methyl-acrylic acid ethyl ester

2-(1-benzyl-1H-indol-5-yl)ethenesulfonic acid methylamide

2-(1-benzyl-1H-indol-5-yl)ethanesulfonic acid methylamide