1-METHYL-3,5-BIS[(3-NITROPHENYL)METHYLENE]TETRAHYDRO-4(1H)-PYRIDINONE

Base Information

• Chemical Name: 1-METHYL-3,5-BIS[(3-NITROPHENYL)METHYLENE]TETRAHYDRO-4(1H)-PYRIDINONE
• CAS No.: 920030-44-0
• Molecular Formula: C20H17N3O5
• Molecular Weight: 379.372
• Mol file: 920030-44-0.mol

Synonyms:1-methyl-3,5-bis-(3-nitro-benzylidene)-piperidin-4-one;1-Methyl-3,5-bis-[1-(3-nitro-phenyl)-meth-(E)-ylidene]-piperidin-4-one;1-Methyl-3,5-bis-(3-nitro-benzyliden)-piperidin-4-on;

Chemical Property of 1-METHYL-3,5-BIS[(3-NITROPHENYL)METHYLENE]TETRAHYDRO-4(1H)-PYRIDINONE

Chemical Property:

• Boiling Point: 604.2±55.0 °C(Predicted)
• PKA: 4.89±0.20(Predicted)
• PSA: 111.95000
• Density: 1.388±0.06 g/cm3(Predicted)
• LogP: 4.46880

Purity/Quality:

1-METHYL-3,5-BIS[(3-NITROPHENYL)METHYLENE]TETRAHYDRO-4(1H)-PYRIDINONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-METHYL-3,5-BIS[(3-NITROPHENYL)METHYLENE]TETRAHYDRO-4(1H)-PYRIDINONE

There total 2 articles about 1-METHYL-3,5-BIS[(3-NITROPHENYL)METHYLENE]TETRAHYDRO-4(1H)-PYRIDINONE 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: 48.0%

1-Methyl-4-piperidone (1445-73-4) + 3-nitro-benzaldehyde (99-61-6) + 2-Fluorobenzaldehyde (446-52-6) → (3E,5E)-3,5-bis(2-fluorobenzylidene)-1-methylpiperidin-4-one (1434133-36-4) + (3E,5E)-3–(2-fluorobenzylidene)-1-methyl-5-(3-nitrobenzylidene)piperidin-4-one + (3E,5E)-1-methyl-3,5-bis(3-nitrobenzylidene)piperidin-4-one (920030-44-0)

Guidance literature:

With sodium hydroxide; In methanol; water; at 20 ℃; for 2h; Green chemistry;

DOI:10.1016/j.ejmech.2018.01.088

Reference yield:

1-Methyl-4-piperidone (1445-73-4) + 3-nitro-benzaldehyde (99-61-6) → (3E,5E)-1-methyl-3,5-bis(3-nitrobenzylidene)piperidin-4-one (920030-44-0)

Guidance literature:

With ethanol;

DOI:10.1021/ja01612a042

Reference yield: 99.0%

(3E,5E)-1-methyl-3,5-bis(3-nitrobenzylidene)piperidin-4-one (920030-44-0) + malononitrile (109-77-3) → (4R,8E)-2-amino-5,6,7,8-tetrahydro-6-methyl-4-(3-nitrophenyl)-8-(3-nitrophenylmethylene)-4H-pyrano[3,2-c]pyridine-3-carbonitrile (1289514-59-5)

Guidance literature:

With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1R,2R)-2-(piperidin-1-yl)cyclohexyl)thiourea; In toluene; at 20 ℃; for 40h; optical yield given as %ee; enantioselective reaction;

DOI:10.1021/jo200112r

upstream raw materials:

1-Methyl-4-piperidone

3-nitro-benzaldehyde

2-Fluorobenzaldehyde

Downstream raw materials:

(4R,8E)-2-amino-5,6,7,8-tetrahydro-6-methyl-4-(3-nitrophenyl)-8-(3-nitrophenylmethylene)-4H-pyrano[3,2-c]pyridine-3-carbonitrile