Name | 4-fluoroindoline-2,3-dione |
Synonyms | 4-Fluoroisatin 4-FLUOROINDOLINC-2,3-DIONC 4-FLUOROINDOLINE-2,3-DIONE 4-fluoroindoline-2,3-dione 4-Fluoro-1H-indole-2,3-dione 1H-Indole-2,3-dione,4-fluoro- 1H-indole-2,3-dione, 4-fluoro- 4-fluoro-2,3-dihydro-1H-indole-2,3-dione |
CAS | 346-34-9 |
EINECS | 1533716-785-6 |
InChI | InChI=1/C8H4FNO2/c9-4-2-1-3-5-6(4)7(11)8(12)10-5/h1-3H,(H,10,11,12) |
Molecular Formula | C8H4FNO2 |
Molar Mass | 165.12 |
Density | 1.477 |
pKa | 8.56±0.20(Predicted) |
Storage Condition | Sealed in dry,Room Temperature |
Refractive Index | 1.584 |
application | 4-fluoro-2, 3-indoledione can be used as an intermediate in organic synthesis and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical generation process. |
preparation | 600g concentrated sulfuric acid is added into a 1L reaction bottle equipped with a strong stirrer. after warming to 50 ℃, isonitroso acetylfluoroaniline (75g,0. 46mol) is added. at the same time, full stirring is carried out, indirect cooling is carried out with cold water, and the temperature is controlled at 60~75 ℃, when the isonitroso acetyl-fluoroaniline is added, the solution is heated to 80 ℃ and kept 60min,[TLC tracking, developing agent: V (n-hexane):V (ethyl acetate) = 2:1] The reaction is complete, then the reaction mixture is cooled to room temperature, added to crushed ice with 3 -4 times the volume of reactants, stirred for 0.5 h and filtered under reduced pressure, wash several times with cold water until neutral. Dissolve the obtained filter cake in 10% sodium hydroxide solution (250g) until it is alkaline. after decolorization with activated carbon, acidify with hydrochloric acid to pH3 ~ 4, precipitate orange crystals, cool and place 24h, filter, wash with water until neutral, and dry to obtain 4-fluorine -2,3-indoledione (60. 5g,0. 41mol) with a yield of 89.5%, mp:198 ℃ ~ 201 ℃. |