2-(TRANS-4-HYDROXYCYCLOHEXYL)-1H-ISOINDOLE-1,3(2H)-DIONE

Base Information

• Chemical Name: 2-(TRANS-4-HYDROXYCYCLOHEXYL)-1H-ISOINDOLE-1,3(2H)-DIONE
• CAS No.: 99337-98-1
• Molecular Formula: C14H15 N O3
• Molecular Weight: 245.278
• Hs Code.: 2925190090
• Mol file: 99337-98-1.mol

Synonyms:1H-Isoindole-1,3(2H)-dione,2-(4-hydroxycyclohexyl)-, trans-; 2-(trans-4-Hydroxycyclohexyl)-1H-isoindole-1,3(2H)-dione;2-(trans-4-Hydroxycyclohexyl)isoindole-1,3-dione;trans-2-(4-Hydroxycyclohexyl)-1H-isoindole-1,3(2H)-dione;trans-N-(4-Hydroxycyclohexyl)phthalimide

Chemical Property of 2-(TRANS-4-HYDROXYCYCLOHEXYL)-1H-ISOINDOLE-1,3(2H)-DIONE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.643
• Boiling Point: 410.056oC at 760 mmHg
• PKA: 14.99±0.40(Predicted)
• Flash Point: 201.795oC
• PSA: 57.61000
• Density: 1.365g/cm3
• LogP: 1.52400
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

2-(trans-4-Hydroxycyclohexyl)-1H-isoindole-1,3(2H)-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-(trans-4-Hydroxycyclohexyl)-1H-isoindole-1,3(2H)-dione is an impurity of Pramipexole (P700755), a dopamine-D2-receptor agonist used in the early treatments of Parkinson's disease and restless legs s yndrome. 2-(trans-4-Hydroxycyclohexyl)-1H-isoindole-1,3(2H)-dione is an impurity of Pramipexole (P700755), a dopamine-D2-receptor agonist used in the early treatments of Parkinson''s disease and restless legs syndrome.

Technology Process of 2-(TRANS-4-HYDROXYCYCLOHEXYL)-1H-ISOINDOLE-1,3(2H)-DIONE

There total 4 articles about 2-(TRANS-4-HYDROXYCYCLOHEXYL)-1H-ISOINDOLE-1,3(2H)-DIONE 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: 98.0%

N-ethoxycarbonylphthalimide (22509-74-6) + trans-4-hydroxycyclohexylamine (27489-62-9) → 2-((1R,4R)-4-hydroxycyclohexyl) isoindoline-1,3-dione (99337-98-1)

Guidance literature:

With potassium carbonate; In water; at 20 ℃; for 0.5h;

DOI:10.1016/j.ejmech.2021.113190

Reference yield: 84.0%

N-ethoxycarbonylphthalimide (22509-74-6) + trans-4-aminocyclohexanol hydrochloride (50910-54-8) → 2-((1R,4R)-4-hydroxycyclohexyl) isoindoline-1,3-dione (99337-98-1)

Guidance literature:

With potassium carbonate; In water; at 20 ℃; for 0.5h;

DOI:10.1021/jacs.1c11343

Reference yield: 72.5%

phthalic anhydride (85-44-9) + trans-4-hydroxycyclohexylamine (27489-62-9) → 2-((1R,4R)-4-hydroxycyclohexyl) isoindoline-1,3-dione (99337-98-1)

Guidance literature:

In N,N-dimethyl-formamide; toluene; at 25 - 130 ℃; for 12h;

upstream raw materials:

N-ethoxycarbonylphthalimide

trans-4-hydroxycyclohexylamine

trans-4-aminocyclohexanol hydrochloride

phthalic anhydride

Downstream raw materials:

cis-4-nitrobenzoic acid 4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)cyclohexyl ester

cis-2-[4-(4-bromophenoxy)cyclohexyl]isoindole-1,3-dione

cis-2-[4-(4-methoxyphenoxy)cyclohexyl]isoindole-1,3-dione

cis-2-[4-(4-nitrophenoxy)cyclohexyl]isoindole-1,3-dione