Indole-2,3-dione, 7-fluoro-
7-Fluoroisatin
CAS: 317-20-4;134792-45-3
Molecular Formula: C8H4FNO2
Indole-2,3-dione, 7-fluoro- - Names and Identifiers
| Name | 7-Fluoroisatin |
| Synonyms | 7-Fluoroisatin 7-Fluoroisation 7- fluorineisatin 7-fluoromethylisatin 7-fluoroindole-2,3-dione 7-fluoroindoline-2,3-dione 7-fluoroindole-1h-2,3-dione Indole-2,3-dione, 7-fluoro- 5-(TRIFLUOROMETHYL) ISTATIN 7-fluoro-1H-INDOLE-2,3-dione 1H-Indole-2,3-dione, 7-fluoro- 7-Fluoro-2,3-dihydro-1H-indol-2,3-dione 7-fluoro-2,3-dihydro-1H-indole-2,3-dione 6-fluoro-2H-3,1-benzoxazine-2,4(1H)-dione 5-fluoro-2H-3,1-benzoxazine-2,4(1H)-dione 7-Fluoroindolin-2,3-dione, 7-Fluoro-1H-indole-2,3-dione |
| CAS | 317-20-4 134792-45-3 |
| EINECS | 626-799-1 |
| InChI | InChI=1/C8H4FNO3/c9-4-2-1-3-5-6(4)7(11)13-8(12)10-5/h1-3H,(H,10,12) |
| InChIKey | HGBGVEOXPHGSOS-UHFFFAOYSA-N |
Indole-2,3-dione, 7-fluoro- - Physico-chemical Properties
| Molecular Formula | C8H4FNO2 |
| Molar Mass | 165.12 |
| Density | 1.477±0.06 g/cm3(Predicted) |
| Melting Point | 192-196°C |
| Water Solubility | Sparingly Soluble in water (0.022 g/L) |
| Appearance | powder to crystal |
| Color | Light yellow to Brown |
| pKa | 8.44±0.20(Predicted) |
| Storage Condition | Room Temprature |
| Refractive Index | 1.56 |
| Physical and Chemical Properties | Melting Point: 192-196°C |
| Use | Used for cardiovascular and cerebrovascular, anti-inflammatory and bactericidal drugs and other intermediates |
Indole-2,3-dione, 7-fluoro- - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R43 - May cause sensitization by skin contact |
| Safety Description | 37/39 - Wear suitable gloves and eye/face protection |
| WGK Germany | 3 |
| HS Code | 29337900 |
| Hazard Class | IRRITANT |
Indole-2,3-dione, 7-fluoro- - Reference Information
| Overview | 7-fluoroindolanone is a heterocyclic organic compound and can be used as an organic intermediate. |
| application | 7-fluoroindolandione is also called 7-fluoroisatin. It can be prepared from o-fluoroaniline in two steps and can be used to prepare 7-fluoroindole. 7-fluoroindole is an important class of indole compounds. It has strong biological and pharmacological activities. Many natural or synthetic drugs and fine chemicals contain the structure of 7-haloindole, which has broad application prospects. |
| preparation | in a 100mL four-mouth flask with stirring, 25mL of water, 15mL(0.18mol) concentrated hydrochloric acid and 10g(0.090mol) o-fluoroaniline hydrochloride are sequentially added, and the o-fluoroaniline hydrochloride is prepared by stirring reaction for later use. Add 140mL of water and 71.6g(0.50mol) of anhydrous sodium sulfate into another 500mL four-mouth flask, add 16.5g(0.1mol) of chloral hydrate after stirring and dissolving, add the above o-fluoroaniline hydrochloride dropwise, and finally add 23g(0.33mol) of hydroxylamine hydrochloride. After feeding, stir, heat and reflux reaction for 10 minutes. After the reaction is completed, it is cooled to 0 ℃, filtered, washed, dried, and recrystallized with ethyl acetate to obtain 16.5g (yield 97%) of yellow-brown solid powder N-(2-fluorophenyl)-2-isonitroacetanilide. In a 250mL four-mouth flask, 20g(0.11mol)N-(2-fluorophenyl)-2-isonitroacetanilide is added to 100mL concentrated sulfuric acid in batches, the temperature of the feeding process is not more than 65 ℃, the feeding is completed, the temperature is raised to 80 ℃, the reaction is stirred for about 40 minutes, the reaction is completed, the reaction solution is poured into 500mL crushed ice under severe stirring, and quenched, after stirring for 1 hour, filtration, drying and recrystallization of ethyl acetate/petroleum ether to obtain 16.78g yellow solid 7-fluoroindolanone (yield 98.6%). |
| use | used as intermediates such as cardiovascular and cerebrovascular, anti-inflammatory and bactericidal drugs |
Last Update：2024-04-09 20:49:11
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