5-methoxy-3-[(Z)-2-nitroethenyl]-1H-indole

Base Information

• Chemical Name: 5-methoxy-3-[(Z)-2-nitroethenyl]-1H-indole
• CAS No.: 61675-19-2
• Molecular Formula: C11H10N2O3
• Molecular Weight: 218.212
• Hs Code.: 2933990090
• NSC Number: 88875
• Mol file: 61675-19-2.mol

Synonyms:5-methoxy-3-[(Z)-2-nitroethenyl]-1H-indole;NSC88875;NSC-88875

Chemical Property of 5-methoxy-3-[(Z)-2-nitroethenyl]-1H-indole

Chemical Property:

• Vapor Pressure: 1.77E-07mmHg at 25°C
• Melting Point: 159-160 °C
• Refractive Index: 1.691
• Boiling Point: 438.5 °C at 760 mmHg
• PKA: 15.34±0.30(Predicted)
• Flash Point: 219 °C
• PSA: 70.84000
• Density: 1.337 g/cm³
• LogP: 2.94710
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 218.06914219
• Heavy Atom Count: 16
• Complexity: 287

Purity/Quality:

99% ^*data from raw suppliers

5-Methoxy-3-(2-nitrovinyl)indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)NC=C2C=C[N+](=O)[O-]
• Isomeric SMILES: COC1=CC2=C(C=C1)NC=C2/C=C\[N+](=O)[O-]
• Uses: Reactant for preparation of:? ;Inhibitors of mitogen activated protein kinase-activated protein kinase 2 (MK-2)1? ;Indole lipoic acid derivatives as antioxidants effective against lipid peroxidation2? ;Indole ethylamine derivatives as melatonin analogs3 Reactant for preparation of:Inhibitors of mitogen activated protein kinase-activated protein kinase 2 (MK-2)Indole lipoic acid derivatives as antioxidants effective against lipid peroxidationIndole ethylamine derivatives as melatonin analogs

Technology Process of 5-methoxy-3-[(Z)-2-nitroethenyl]-1H-indole

There total 10 articles about 5-methoxy-3-[(Z)-2-nitroethenyl]-1H-indole 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: 98.0%

5-methoxyindole-3-carboxaldehyde (10601-19-1) + nitromethane (75-52-5) → 5-methoxy-3-(2-nitroethylenyl)-1H-indole (61675-19-2)

Guidance literature:

With ammonium acetate; for 1.5h; Reflux;

DOI:10.1002/anie.201310905

Reference yield: 97.9%

5-methoxyindole-3-carboxaldehyde (10601-19-1) → 5-methoxy-3-(2-nitroethylenyl)-1H-indole (61675-19-2)

Guidance literature:

With ammonium acetate; In nitromethane; at 80 ℃; for 2.5h; Sealed tube; Inert atmosphere;

Reference yield:

5-methoxyindole-3-carboxaldehyde (10601-19-1) + nitromethane (75-52-5) → (E)-3-(2-nitroethenyl)-5-methoxyindole (61675-19-2)

Guidance literature:

With ammonium acetate; for 0.75h; Reflux;

DOI:10.1055/s-0036-1588731

upstream raw materials:

5-methoxyindole-3-carboxaldehyde

nitromethane

5-methoxylindole

1-dimethylamino-2-nitroethene

Downstream raw materials:

5-methoxy-α-methyltryptamine

C₁₈H₂₀N₂O

5-methoxy-N-acetyl-tryptamine

methyl N-[2-(5-methoxy-1H-indol-3-yl)ethyl]carbamate

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