ChemicalBook--->CAS DataBase List--->1544-75-8

1544-75-8

1544-75-8 Structure

1544-75-8 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
[HS Code ]

2933998090
Spectrum DetailBack Directory
[Spectrum Detail]

5-FLUORO-1,3-DIHYDRO-BENZIMIDAZOL-2-ONE(1544-75-8)1HNMR
Hazard InformationBack Directory
[Synthesis]

Carbon dioxide

124-38-9

3,4-Diaminofluorobenzene

367-31-7

5-FLUORO-1,3-DIHYDRO-BENZIMIDAZOL-2-ONE

1544-75-8

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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