3-hydroxy-4-[(4-methylpiperazin-1-yl)methyl]-7,8,9,10-tetrahydro-6H-benzo[c]chromen-6-one

Base Information

• Chemical Name: 3-hydroxy-4-[(4-methylpiperazin-1-yl)methyl]-7,8,9,10-tetrahydro-6H-benzo[c]chromen-6-one
• CAS No.: 17792-12-0
• Molecular Formula: C₁₉H₂₄N₂O₃
• Molecular Weight: 328.411
• NSC Number: 113790
• DSSTox Substance ID: DTXSID80419055
• Wikidata: Q82229854
• Mol file: 17792-12-0.mol

Synonyms:17792-12-0;BAS 05154577;3-hydroxy-4-[(4-methylpiperazin-1-yl)methyl]-7,8,9,10-tetrahydro-6H-benzo[c]chromen-6-one;NSC113790;Oprea1_234400;Oprea1_774127;IFLab1_001659;DTXSID80419055;HMS1416L09;MFCD02336903;STL223987;AKOS000535315;CCG-348938;NSC-113790;3-hydroxy-4-[(4-methylpiperazino)methyl]-7,8,9,10-tetrahydro-6h-benzo[c]chromen-6-one

Chemical Property of 3-hydroxy-4-[(4-methylpiperazin-1-yl)methyl]-7,8,9,10-tetrahydro-6H-benzo[c]chromen-6-one

Chemical Property:

• Vapor Pressure: 3.58E-12mmHg at 25°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 328.17869263
• Heavy Atom Count: 24
• Complexity: 525

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1CCN(CC1)CC2=C(C=CC3=C2OC(=O)C4=C3CCCC4)O

Technology Process of 3-hydroxy-4-[(4-methylpiperazin-1-yl)methyl]-7,8,9,10-tetrahydro-6H-benzo[c]chromen-6-one

There total 4 articles about 3-hydroxy-4-[(4-methylpiperazin-1-yl)methyl]-7,8,9,10-tetrahydro-6H-benzo[c]chromen-6-one 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: 86.0%

bis(4-methylpiperazino)methane (18739-33-8) + 3-hydroxy-7,8,9,10-tetrahydrobenzo[c]chromen-6-one (3722-44-9) → 3-hydroxy-4-[(4-methylpiperazino)methyl]-7,8,9,10-tetrahydro-6H-benzo[c]chromen-6-one (17792-12-0)

Guidance literature:

In 1,4-dioxane; at 100 ℃;

DOI:10.1023/A:1022674318345

Reference yield:

ethyl 2-oxocyclohexane carboxylate (1655-07-8) → 3-hydroxy-4-[(4-methylpiperazino)methyl]-7,8,9,10-tetrahydro-6H-benzo[c]chromen-6-one (17792-12-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / conc. H₂SO₄ / ethanol / 0 - 20 °C

2: 86 percent / dioxane / 100 °C

With sulfuric acid; In 1,4-dioxane; ethanol; 1: Pechmann condensation / 2: Mannich reaction;

DOI:10.1023/A:1022674318345

Reference yield:

recorcinol (108-46-3) → 3-hydroxy-4-[(4-methylpiperazino)methyl]-7,8,9,10-tetrahydro-6H-benzo[c]chromen-6-one (17792-12-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / conc. H₂SO₄ / ethanol / 0 - 20 °C

2: 86 percent / dioxane / 100 °C

With sulfuric acid; In 1,4-dioxane; ethanol; 1: Pechmann condensation / 2: Mannich reaction;

DOI:10.1023/A:1022674318345

upstream raw materials:

bis(4-methylpiperazino)methane

3-hydroxy-7,8,9,10-tetrahydrobenzo[c]chromen-6-one

ethyl 2-oxocyclohexane carboxylate

recorcinol