| Identification | More | [Name]
4-AMINO-N-METHYLPHTHALIMIDE | [CAS]
2307-00-8 | [Synonyms]
4-AMINO-N-METHYLPHTHALIMIDE
5-AMINO-2-METHYL-1H-ISOINDOLE-1,3(2H)-DIONE
AKOS BBS-00002874
IFLAB-BB F1386-0358
N-METHYL-4-AMINO-PHTHALIMIDE
4-AMINO-N-METHYLPHTHALIMIDINE
N-Amino-4-nitrophthalimide
5-AMINO-2-METHYL-ISOINDOLE-1,3-DIONE | [Molecular Formula]
C9H8N2O2 | [MDL Number]
MFCD00012081 | [Molecular Weight]
176.17 | [MOL File]
2307-00-8.mol |
| Chemical Properties | Back Directory | [Melting point ]
246-248 °C(lit.) | [Boiling point ]
368.3±25.0 °C(Predicted) | [density ]
1.411±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [pka]
-0.27±0.20(Predicted) | [Appearance]
Light yellow to yellow Solid | [CAS DataBase Reference]
2307-00-8(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 .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [HS Code ]
29251900 |
| Hazard Information | Back Directory | [General Description]
The intermediate charge-transfer transients of 4-amino-N-methylphthalimide (4AMP) has been characterized by laser flash photolysis, steady-state and time-resolved fluorescence studies. 4AMP is a solvatochromic fluorescent dye. Transient solvation of 4AMP in binary supercritical fluids composed of 2-propanol and CO2 has been studied by frequency-domain fluorescence spectroscopy. | [Synthesis]
GENERAL STEPS: Potassium hydroxide (0.35 g, 6.17 mmol) was added to a solution of 4-amino-phthalimide (1.00 g, 6.17 mmol) in dimethylformamide (30 mL) and the reaction mixture was stirred at room temperature for 2 hours. Subsequently, iodomethane (0.88 g, 6.17 mmol) was added and stirring was continued at the same temperature for 18 hours. Upon completion of the reaction, water (50 mL) and ethyl acetate (50 mL) were added for extraction and the organic phase was separated. The organic phase was washed sequentially with saturated saline, dried with anhydrous sodium sulfate and concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography (elution gradient: 0-100% cyclohexane solution of ethyl acetate) to afford N-methyl-4-amino phthalimide as a yellow solid (1.00 g, 92% yield). The product was characterized as follows: 1H NMR (DMSO-d6) δ 7.46 (d, J = 8.24 Hz, 1H), 6.90 (d, J = 2.00 Hz, 1H), 6.77 (dd, J = 8.24, 2.00 Hz, 1H), 6.42 (br.s, 2H), 2.94 (s, 3H); 13C NMR (DMSO-d6) δ 168.87, 168.57, 155.27, 135.10, 125.17, 117.33, 116.84, 107.42, 23.83; MS (m/z): 177 [M + H]+. | [References]
[1] Molecules, 2017, vol. 22, # 9, |
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