Name | 7-Chloroisatin |
Synonyms | 7-CHLOROISATIN 7-Chloroisatin 7-chloro isotin 7-CHLORO-2,3-INDOLINEDIONE 7-Chloro-1H-indole-2,3-dione 7-CHLORO-1H-INDOLE-2,3-DIONE 7-CHLOROINDOLE-3- CARBONITRILE 1H-Indole-2,3-dione, 7-chloro- |
CAS | 7477-63-6 |
EINECS | 626-153-9 |
InChI | InChI=1/C8H4ClNO2/c9-5-3-1-2-4-6(5)10-8(12)7(4)11/h1-3H,(H,10,11,12) |
Molecular Formula | C8H4ClNO2 |
Molar Mass | 181.58 |
Density | 1.519±0.06 g/cm3(Predicted) |
Melting Point | 187-191 °C |
Appearance | Solid |
Color | Orange |
Maximum wavelength(λmax) | ['404nm(EtOH)(lit.)'] |
pKa | 8.60±0.20(Predicted) |
Storage Condition | Inert atmosphere,Room Temperature |
Refractive Index | 1.626 |
MDL | MFCD00022796 |
Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/38 - |
WGK Germany | 3 |
Hazard Class | IRRITANT |
Background | 7-chloroisatin is an important class of indole compounds, it has strong biological activity and pharmacological activity. Many natural or synthetic drugs and fine chemicals contain the structure of 7-chloroisatin, which has broad application prospects. There are many synthetic methods of these compounds, such as the classical Fischer method, Bischer method and Reissert method. |
preparation | measure 15ml of concentrated sulfuric acid in a 50ml round-bottom flask, raise the temperature to 48 °c, and slowly add 4mmol(E).-N-(3-chlorophenyl)-2-(oximino) acetamide and maintaining the temperature at 68 °c. The reaction was monitored by TLC, after which the reaction was complete for about 13min. After cooling to room temperature, the reaction solution was slowly poured into crushed ice 10 times the volume of the reaction liquid, and stirred evenly, let stand for about 33min, Suction filtration, the filter cake is washed with water for several times until nearly all sulfuric acid is washed away, and dried to obtain deep orange-red crystal 7-chloro isatin. |