9-{4-nitrophenyl}-3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydro-1,8(2H,5H)-acridinedione

Base Information

• Chemical Name: 9-{4-nitrophenyl}-3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydro-1,8(2H,5H)-acridinedione
• CAS No.: 3357-14-0
• Molecular Formula: C23H26N2O4
• Molecular Weight: 394.47
• Mol file: 3357-14-0.mol

Synonyms:3,3,6,6-tetramethyl-9-(4-nitrophenyl)-3,4,6,7,9,10-hexahydro-(2H,5H)-acridine-1,8-dione;3,3,6,6-tetramethyl-9-(4-nitrophenyl)-3,4,5,6,9,10-hexahydroacridine-1,8(2H,7H)-dione;3,3,6,6-tetramethyl-9-(4-nitrophenyl)-3,4,6,7-tetrahydroacridine-1,8(2H,5H,9H,10H)dione;3,3,6,6-Tetramethyl-9-(4-nitro-phenyl)-3,4,6,7,9,10-hexahydro-2H,5H-acridine-1,8-dione;3,3,6,6-tetramethyl-9-(4-nitrophenyl)-3,4,6,7-tetrahydroacridine-1,8(2H,5H,9H,10H)-dione;9-(4-nitrophenyl)-3,3,6,6-tetramethyl-1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-dione;3,3,6,6‐tetramethyl‐1,8‐dioxo‐9‐(4‐nitrophenyl)decahydroacridine;

Chemical Property of 9-{4-nitrophenyl}-3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydro-1,8(2H,5H)-acridinedione

Chemical Property:

• Melting Point: 287 - 289 °C (ethanol)
• PSA: 91.99000
• LogP: 5.42000

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-{4-nitrophenyl}-3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydro-1,8(2H,5H)-acridinedione

There total 15 articles about 9-{4-nitrophenyl}-3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydro-1,8(2H,5H)-acridinedione 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: 100.0%

4-nitrobenzaldehdye (555-16-8) + dimedone (126-81-8) → 3,3,6,6-tetramethyl-9-(4-nitrophenyl)-1,8-dioxodecahydroacridine (3357-14-0)

Guidance literature:

With C₃H₆N₂O₆S₂⁽¹⁺⁾*C₂F₃O₂^(1-); ammonium chloride; at 80 ℃; for 0.166667h;

DOI:10.1039/c4ra07323a

Reference yield: 97.0%

4-nitrobenzyl chloride (619-73-8) + dimedone (126-81-8) → 3,3,6,6-tetramethyl-9-(4-nitrophenyl)-1,8-dioxodecahydroacridine (3357-14-0)

Guidance literature:

With aluminum(III) hydrogen sulfate; ammonium acetate; sodium bromide; sodium nitrite; In neat (no solvent); at 20 ℃; for 0.5h; Green chemistry;

DOI:10.1134/S1070363216060281

Reference yield: 87.0%

1.2-bis(4-nitrophenyl)ethane-1,2-diol (13295-04-0) + dimedone (126-81-8) → 3,3,6,6-tetramethyl-9-(4-nitrophenyl)-1,8-dioxodecahydroacridine (3357-14-0)

Guidance literature:

With ammonium acetate; lead(IV) tetraacetate; In ethanol; at 20 - 70 ℃; for 3.5h;

DOI:10.1039/c5ra19595k

upstream raw materials:

1-amino-5,5-dimethylcyclohexen-3-one

N-pyridinium chloride

dimedone

p-nitrobenzylideneaniline

Downstream raw materials:

3,3,6,6-tetramethyl-9-(p-nitrophenyl)-1,2,3,4,5,6,7,8-octahydroacridine-1,8-dione

9-(4-aminophenyl)-3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydro-1,8(2H,5H)-acridinedione

9-(4-(bis(pyridine-2-ylmethyl)amino)phenyl)-3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydro-1,8(2H,5H)-acridinedione

N-[4-{3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydro-1,8(2H,5H)acridinedion-9-yl}phenyl]lipoic acid amide