2-(5-bromo-4-oxopentyl)-1H-isoindole-1,3(2H)-dione

Base Information

• Chemical Name: 2-(5-bromo-4-oxopentyl)-1H-isoindole-1,3(2H)-dione
• CAS No.: 41306-64-3
• Molecular Formula: C₁₃H₁₂BrNO₃
• Molecular Weight: 310.147
• European Community (EC) Number: 895-436-9
• DSSTox Substance ID: DTXSID70552182
• Wikidata: Q82432251
• Mol file: 41306-64-3.mol

Synonyms:41306-64-3;2-(5-bromo-4-oxopentyl)-1H-isoindole-1,3(2H)-dione;2-(5-Bromo-4-oxopentyl)isoindoline-1,3-dione;2-(5-bromo-4-oxopentyl)isoindole-1,3-dione;2-(5-bromo-4-oxopentyl)-2,3-dihydro-1H-isoindole-1,3-dione;SCHEMBL1436043;DTXSID70552182;PSKJVCNFAMZUFJ-UHFFFAOYSA-N;1-bromo-5-phthalimido-2-pentanone;AKOS002337534;ED-0201;SB64157;G39070;2-(5-bromo-4-oxo-pentyl)-isoindole-1,3-dione;2-(5-Bromo-4-oxopentyl)-isoindoline-1,3-dione;EN300-26489669;J-506115

Chemical Property of 2-(5-bromo-4-oxopentyl)-1H-isoindole-1,3(2H)-dione

Chemical Property:

• Melting Point: 125-127°
• Boiling Point: 443.2±25.0 °C(Predicted)
• PKA: -2.18±0.20(Predicted)
• Density: 1.550±0.06 g/cm3(Predicted)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 309.00006
• Heavy Atom Count: 18
• Complexity: 345

Purity/Quality:

98%min ^*data from raw suppliers

2-(5-Bromo-4-oxopentyl)-1H-isoindole-1,3(2H)-dione >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)CCCC(=O)CBr

Technology Process of 2-(5-bromo-4-oxopentyl)-1H-isoindole-1,3(2H)-dione

There total 17 articles about 2-(5-bromo-4-oxopentyl)-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: 84.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 4-phthalimidobutyric acid (3130-75-4) → 2-(5-bromo-4-oxo-pentyl)-isoindole-1,3-dione (41306-64-3)

Guidance literature:

4-phthalimidobutyric acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 20 ℃; for 1h;

diazomethane; In diethyl ether; dichloromethane; at 0 ℃; for 1.5h;

With hydrogen bromide; In diethyl ether; dichloromethane; water;

Reference yield: 75.2%

1-diazo-5-phthalimido-2-pentanone (84461-00-7) → 2-(5-bromo-4-oxo-pentyl)-isoindole-1,3-dione (41306-64-3)

Guidance literature:

With hydrogen bromide; In tetrahydrofuran; water;

Reference yield: 52.0%

N-(3-oxobutyl)phthalimide (3783-77-5) → 2-(5-bromo-4-oxo-pentyl)-isoindole-1,3-dione (41306-64-3)

Guidance literature:

With bromine; In methanol; for 24h; Ambient temperature;

DOI:10.1021/jm00095a021

upstream raw materials:

1-diazo-5-phthalimido-2-pentanone

diazomethane

4-phthalimidobutyryl chloride

N-(3-oxobutyl)phthalimide

Downstream raw materials:

2-(4-dimethylamino-phenylimino)-3-oxo-6-phthalimido-hexanenitrile

5-phthalimido-2-oxopentaldehyde bis[4-(4-chlorophenyl)-3-thiosemicarbazide]

5-phthalimido-2-oxopentaldehyde bis(4-phenyl-3-thiosemicarbazide)

C₂₀H₁₈N₄O₂S

Refernces

• 1、 -. "Phthiobuzonum derivative and its preparation and use". Paragraph 0102; 0106. . Retrieved 2016/11/09.
• 2、 Yang, Yajun,Feng, Ziming,Jiang, Jianshuang,Yang, Yanan,Pan, Xiandao,Zhang, Peicheng. "Synthesis and antiviral activity of novel 1,3,4-thiadiazine derivatives". scheme or table. p. 1016 - 1019. Retrieved 2011/10/08.