| Identification | More | [Name]
N-(5-BROMOPENTYL)PHTHALIMIDE | [CAS]
954-81-4 | [Synonyms]
2-(5-BROMO-PENTYL)-ISOINDOLE-1,3-DIONE
N-(5-BROMOPENTYL)PHTHALIMIDE
2-(5-Bromopentyl)-1H-isoindole-1,3(2H)-dione
N-(5-Bromopentyl)phthalimide,96% | [EINECS(EC#)]
674-061-2 | [Molecular Formula]
C13H14BrNO2 | [MDL Number]
MFCD00060522 | [Molecular Weight]
296.16 | [MOL File]
954-81-4.mol |
| Chemical Properties | Back Directory | [Melting point ]
58 °C | [Boiling point ]
393.1±25.0 °C(Predicted) | [density ]
1.459±0.06 g/cm3 (20 ºC 760 Torr) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
powder to crystal | [pka]
-2.13±0.20(Predicted) | [color ]
White to Light yellow | [Water Solubility ]
Insoluble in water. | [λmax]
295nm(EtOH)(lit.) | [BRN ]
177015 | [CAS DataBase Reference]
954-81-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
UN 3077 9/PG 3 | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
2933998090 |
| Hazard Information | Back Directory | [Uses]
It is a pharmaceutical intermediate and is used in medicine. | [Synthesis]
General method: 1,5-dibromopentane (11.9 mmol) was slowly added to a mixture of phthalimide potassium salt (1 g, 5.4 mmol) and anhydrous K2CO3 (0.82 g, 5.94 mmol) in acetone (15 mL). The reaction mixture was heated to 60-65 °C under argon protection and stirred for 6-10 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. Water (50 mL) was added to the residue and extracted with dichloromethane (30 mL x 3). The organic phases were combined, washed with saturated aqueous NaCl, dried over anhydrous Na2SO4 and filtered. The solvent was removed by concentration under reduced pressure. The crude product was purified by silica gel column chromatography with dichloromethane/acetone (50:1) as eluent to give N-(5-bromopentyl)phthalimide. | [References]
[1] Archiv der Pharmazie, 2012, vol. 345, # 7, p. 509 - 516
[2] Journal of Medicinal Chemistry, 2013, vol. 56, # 22, p. 9071 - 9088
[3] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 22, p. 5053 - 5059
[4] European Journal of Medicinal Chemistry, 2018, vol. 149, p. 69 - 78
[5] European Journal of Medicinal Chemistry, 2013, vol. 64, p. 529 - 539 |
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