1,2-Benzisoxazol-3(2H)-one,4-fluoro-(9CI)
- Product Name
- 1,2-Benzisoxazol-3(2H)-one,4-fluoro-(9CI)
- CAS No.
- 178747-83-6
- Chemical Name
- 1,2-Benzisoxazol-3(2H)-one,4-fluoro-(9CI)
- Synonyms
- 4-fluorobenzo[d]isoxazol-3-ol;4-fluoro-1,2-benzoxazol-3-one;4-Fluorobenzisoxazol-3(2H)-one;4-Fluorobenzo[d]isoxazol-3(2H)-one;4-Fluoro-1,2-benzisoxazol-3(2H)-one;1,2-Benzisoxazol-3(2H)-one, 4-fluoro-;1,2-Benzisoxazol-3(2H)-one,4-fluoro-(9CI)
- CBNumber
- CB11272287
- Molecular Formula
- C7H4FNO2
- Formula Weight
- 153.11
- MOL File
- 178747-83-6.mol
1,2-Benzisoxazol-3(2H)-one,4-fluoro-(9CI) Property
- Melting point:
- 201-205℃
- Density
- 1.440±0.06 g/cm3 (20℃ 760 Torr)
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 12.98±0.20(Predicted)
- Appearance
- Off-white to light yellow Solid
Safety
- HS Code
- 2934999090
N-Bromosuccinimide Price
- Product number
- PC201177
- Product name
- 4-Fluorobenzo[d]isoxazol-3(2H)-one
- Purity
- 98%
- Packaging
- 1g
- Price
- $340
- Updated
- 2021/12/16
- Product number
- HCH0366322
- Product name
- 4-FLUOROBENZO[D]ISOXAZOL-3(2H)-ONE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $500.17
- Updated
- 2021/12/16
- Product number
- 174627
- Product name
- 4-Fluoro-1,2-benzisoxazol-3-ol
- Packaging
- 1g
- Price
- $540
- Updated
- 2021/12/16
- Product number
- 9371AA
- Product name
- 4-Fluorobenzo[d]isoxazol-3(2H)-one
- Packaging
- 1g
- Price
- $546
- Updated
- 2021/12/16
- Product number
- PC201177
- Product name
- 4-Fluorobenzo[d]isoxazol-3(2H)-one
- Purity
- 98%
- Packaging
- 100mg
- Price
- $85
- Updated
- 2021/12/16
1,2-Benzisoxazol-3(2H)-one,4-fluoro-(9CI) Chemical Properties,Usage,Production
Synthesis
855996-64-4
178747-83-6
The general procedure for the synthesis of 4-fluorophenyl[d]isoxazol-3-one from 2-fluoro-N,6-dihydroxybenzamide is as follows: 1. Add tetrahydrofuran (2.23L) and 1,1'-carbonyl diimidazole (0.910Kg, 5.64mol) to a 20L jacketed reactor and mix with stirring at 20°C. 2. A solution of 2-fluoro-N,6-dihydroxybenzamide (744 g, 4.34 mol) in tetrahydrofuran (4.45 L) was slowly added to the reactor, the temperature was controlled to be lower than 30 °C, and stirring was continued at 25 °C for 30 h. The reaction was carried out at 25 °C with continuous stirring. Gas release was observed during the reaction. 3. The reaction mixture was warmed up to 60°C within 30 minutes and stirring was continued for 6 hours. 4. Upon completion of the reaction, the reactor was cooled to 20 °C and the pH was adjusted to 1 by adding 1N aqueous HCl (7.48 L) within 15 min. 5. set the jacket temperature to 35°C and concentrated the reaction mixture under vacuum to remove about 6.68 L of tetrahydrofuran. 6. The reactor was cooled to 15 °C and stirred for 1 h. A white slurry was obtained by filtration. The filter cake was washed with water (3.71 L) and dried in a vacuum oven at 40°C for 12 hours. 7. The target product 4-fluorobenzo[d]isoxazol-3-ol (597 g, 3.90 mol) was finally isolated in 90% yield. Product characterization data: 1H NMR (400MHz, CD3OD) δ ppm 4.93 (b, 1H), 6.95 (dd, J = 10.1, 8.6, 1H), (d, J = 8.6, 1H), 7.52-7.57 (m, 1H); LRMS 154.029 (m + 1).
References
[1] Patent: WO2011/101774, 2011, A1. Location in patent: Page/Page column 25; 27