| Identification | Back Directory | [Name]
5-FLUORO-1,3-DIHYDRO-BENZIMIDAZOL-2-ONE | [CAS]
1544-75-8 | [Synonyms]
5-FLUOROBENZIMIDAZOLONE
5-Fluorobenzimidazol-2(3H)-one
6-Fluoro-1h-1,3-benzimidazol-2-ol
5-Fluoro-1H-benzo[d]imidazol-2(3H)
5-Fluoro-1H-benzo[d]iMidazol-2(3H)-one
5-Fluoro-1,3-dihydrobenzoimidazol-2-one
5-FLUORO-1,3-DIHYDRO-BENZIMIDAZOL-2-ONE
6-Fluoro-1,3-dihydro-2H-benzimidazol-2-one
5-fluoro-1,3-dihydro-2H-benzimidazol-2-one
2H-BenziMidazol-2-one, 5-fluoro-1,3-dihydro-
5-FLUORO-1,3-DIHYDROBENZOIMIDAZOL-2-ONE, 95+%
2H-Benzimidazol-2-one,5-fluoro-1,3-dihydro-(9CI) | [EINECS(EC#)]
200-258-5 | [Molecular Formula]
C7H5FN2O | [MDL Number]
MFCD05663528 | [MOL File]
1544-75-8.mol | [Molecular Weight]
152.13 |
| Chemical Properties | Back Directory | [Melting point ]
300 °C | [Boiling point ]
118.8±19.0 °C(Predicted) | [density ]
1.366±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [pka]
11.00±0.30(Predicted) | [Appearance]
White to off-white Solid |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of 5-fluoro-1H-benzo[d]imidazol-2(3H)-ones from carbon dioxide and 4-fluoro-1,2-benzenediamine was as follows: 4-fluoro-1,2-benzenediamine (1 mmol), Catalyst I (0.15 mmol), and N-methylpyrrolidone (NMP, 1 mL) were added in a Schlenk tube and placed in a magnetic stirrer. Carbon dioxide (1 atm) was passed into the reaction system via a balloon and the reaction mixture was subsequently stirred at 140 °C for 24 hours. The reaction progress was monitored periodically by GC, LC, GC-MS or NMR. For the reaction under high pressure conditions, the reaction was carried out by placing the reactants in a Teflon vessel and then in a stainless steel autoclave and passing carbon dioxide up to 20 atm. | [References]
[1] Angewandte Chemie - International Edition, 2012, vol. 51, # 27, p. 6700 - 6703
[2] Chemistry - An Asian Journal, 2016, vol. 11, # 19, p. 2735 - 2740
[3] ACS Catalysis, 2013, vol. 3, # 9, p. 2076 - 2082
[4] Catalysis Today, 2014, vol. 226, p. 160 - 166 |
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