10-Methyl-9-phenylacridin-10-ium iodide

Base Information

• Chemical Name: 10-Methyl-9-phenylacridin-10-ium iodide
• CAS No.: 56733-21-2
• Molecular Formula: C20H16N.I
• Molecular Weight: 397.258
• ChEMBL ID: CHEMBL4845794
• DSSTox Substance ID: DTXSID60542173
• Mol file: 56733-21-2.mol

Synonyms:10-methyl-9-phenylacridinium iodide;56733-21-2;10-METHYL-9-PHENYLACRIDIN-10-IUM IODIDE;SCHEMBL6646661;CHEMBL4845794;DTXSID60542173

Chemical Property of 10-Methyl-9-phenylacridin-10-ium iodide

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 397.03275
• Heavy Atom Count: 22
• Complexity: 322

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[N+]1=C2C=CC=CC2=C(C3=CC=CC=C31)C4=CC=CC=C4.[I-]

Technology Process of 10-Methyl-9-phenylacridin-10-ium iodide

There total 7 articles about 10-Methyl-9-phenylacridin-10-ium iodide 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: 99.6%

9-phenylacridine (602-56-2) + methyl iodide (74-88-4) → N-methyl-9-phenylacridinium iodide (56733-21-2)

Guidance literature:

for 10h; Sealed tube;

DOI:10.1016/j.elecom.2016.04.015

Reference yield:

2-bromobenzoic-acid (88-65-3) → N-methyl-9-phenylacridinium iodide (56733-21-2)

Guidance literature:

Multi-step reaction with 5 steps

1: copper; potassium carbonate / ethanol / 12 h / Reflux

2: sulfuric acid / 6 h / 100 °C / Inert atmosphere

3: phosphorus tribromide / 24 h / 0 - 100 °C / Inert atmosphere

4: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 8 h / 100 °C / Inert atmosphere

5: acetonitrile / 24 h / 85 °C / Sealed tube

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; phosphorus tribromide; copper; potassium carbonate; In 1,4-dioxane; ethanol; water; acetonitrile; 1: |Ullmann Condensation / 4: |Suzuki Coupling;

DOI:10.1016/j.ejmech.2021.113480

Reference yield:

2-(phenylamino)benzoic acid (91-40-7) → N-methyl-9-phenylacridinium iodide (56733-21-2)

Guidance literature:

Multi-step reaction with 4 steps

1: sulfuric acid / 6 h / 100 °C / Inert atmosphere

2: phosphorus tribromide / 24 h / 0 - 100 °C / Inert atmosphere

3: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 8 h / 100 °C / Inert atmosphere

4: acetonitrile / 24 h / 85 °C / Sealed tube

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; phosphorus tribromide; potassium carbonate; In 1,4-dioxane; water; acetonitrile; 3: |Suzuki Coupling;

DOI:10.1016/j.ejmech.2021.113480

upstream raw materials:

9-phenylacridine

methyl iodide

aniline

2-bromobenzoic-acid

Downstream raw materials:

9-methoxy-10-methyl-9-phenyl-9,10-dihydroacridine

10-methyl-9-phenylacridin-10-ium chloride

9-phenylacridine

methyl iodide

Refernces

• 1、 Okina,Tarasova,Balandina,Grigoryan,Selivanova, Yu. M.,Gorbunova. "Design of Novel Catalysts Based on Acridine Derivatives Immobilized on Carbon Materials for Molecular Hydrogen Production". . p. 918 - 923. Retrieved 2019.
• 2、 -. "Compound, pharmaceutical composition, medicine and application of compound, pharmaceutical composition and medicine in preparation of antibacterial products". Paragraph 0078-0080. . Retrieved 2021/07/17.