4-Phthalimidocyclohexanone

Base Information

• Chemical Name: 4-Phthalimidocyclohexanone
• CAS No.: 104618-32-8
• Molecular Formula: C14H13NO3
• Molecular Weight: 243.262
• Hs Code.: 2925190090
• DSSTox Substance ID: DTXSID10475523
• Nikkaji Number: J3.151.957H
• Wikidata: Q72499330
• Mol file: 104618-32-8.mol

Synonyms:104618-32-8;4-Phthalimidocyclohexanone;2-(4-oxocyclohexyl)isoindoline-1,3-dione;4-(Phthalimido)-cyclohexanone;N-(4-Oxocyclohexyl)phthalimide;2-(4-OXO-CYCLOHEXYL)-ISOINDOLE-1,3-DIONE;2-(4-oxocyclohexyl)isoindole-1,3-dione;N-(4-Oxocyclohexyl) Phthalimide;MFCD00158659;2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione;2-(4-oxocyclohexyl)-2,3-dihydro-1H-isoindole-1,3-dione;1H-Isoindole-1,3(2H)-dione, 2-(4-oxocyclohexyl)-;4-phthalimido cyclohexanone;SCHEMBL633891;DTXSID10475523;PWUJQPNLEZZILN-UHFFFAOYSA-N;AMY14785;L-Proline,1-(2-propenyl)-(9CI);AKOS000369805;AC-3543;SB30365;AS-19965;SY053034;CS-0116979;FT-0753192;O0365;EN300-154452;O10482;2-(4-oxocyclohexyl)-1h-isoindole-1,3(2h)dione;Z1341370440

Chemical Property of 4-Phthalimidocyclohexanone

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 142.0 to 146.0 °C
• Refractive Index: 1.627
• Boiling Point: 409.96 °C at 760 mmHg
• PKA: -2.27±0.20(Predicted)
• Flash Point: 191.122 °C
• PSA: 54.45000
• Density: 1.358 g/cm³
• LogP: 1.73220
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 243.08954328
• Heavy Atom Count: 18
• Complexity: 370

Purity/Quality:

99% ^*data from raw suppliers

N-(4-Oxocyclohexyl)Phthalimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)CCC1N2C(=O)C3=CC=CC=C3C2=O
• Uses: N-(4-Oxocyclohexyl) Phthalimide is an impurity of Pramipexol (P700755), a dopamine-D2-receptor agonist used in the early treatment of Parkinson's disease and restless legs syndrome. N-(4-Oxocyclohexyl) Phthalimide is an impurity of Pramipexol (P700755), a dopamine-D2-receptor agonist used in the early treatment of Parkinson''s disease and restless legs syndrome.

Technology Process of 4-Phthalimidocyclohexanone

There total 12 articles about 4-Phthalimidocyclohexanone 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%

2-(1,4-dioxaspiro[4.5]decan-8-yl)isoindoline-1,3-dione (1252607-42-3) → 2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione (104618-32-8)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; water; at 115 ℃; for 2h;

Reference yield: 95.0%

2-((1R,4R)-4-hydroxycyclohexyl) isoindoline-1,3-dione (99337-98-1) → 2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione (104618-32-8)

Guidance literature:

With 4 A molecular sieve; pyridinium chlorochromate; In dichloromethane; for 3h;

DOI:10.1021/jm950498t

Reference yield: 95.0%

trans-2-(4-hydroxycyclohexyl)-1H-isoindole-1,3(2H)-dione (104618-31-7) → 2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione (104618-32-8)

Guidance literature:

With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium bromide; In ethyl acetate; at 5 - 20 ℃; pH=7 - 8;

upstream raw materials:

trans-2-(4-hydroxycyclohexyl)-1H-isoindole-1,3(2H)-dione

2-((1R,4R)-4-hydroxycyclohexyl) isoindoline-1,3-dione

N-ethoxycarbonylphthalimide

trans-4-hydroxycyclohexylamine

Downstream raw materials:

C₂₀H₁₈BrN₃O₂

C₂₀H₁₈BrN₃O₂

2-{4-[2-(6-bromopyridin-2-yl)hydrazineylidene]cyclohexyl}isoindoline-1,3-dione

C₁₉H₁₇BrN₄O₂

Refernces

• 1、 Lan, Yu,Liu, Qiang,Liu, Shihan,Liu, Xufang,Rong, Xianle. "Cobalt-Catalyzed Desymmetric Isomerization of Exocyclic Olefins". supporting information. p. 20633 - 20639. Retrieved 2021/12/17.
• 2、 Sreenivasachary, Nampally,Kroth, Heiko,Benderitter, Pascal,Barth, Wolfgang,Pfeifer, Andrea,Muhs, Andreas. "A Short Synthesis of the 2-Bromo-N,9-dimethyl-6,7,8,9-tetrahydro-5 H-pyrido[2,3-b]indol-6-amine Building Block". . p. 2521 - 2526. Retrieved 2019/10/16.