Name | 4,7-Dichloroisatin |
Synonyms | 4,7-Dichloroisatin 4,7-DICHLOROISATIN 4,7-Dichloroindole-2,3-dione 4,7-Dichloroindoline-2,3-dione 4,7-DICHLOROINDOLINE-2,3-DIONE 4,7-dichloro-1H-indole-2,3-dione 1H-Indole-2,3-dione, 4,7-dichloro- 4,7-dichloro-2,3-dihydro-1H-indole-2,3-dione |
CAS | 18711-13-2 |
EINECS | 622-637-9 |
InChI | InChI=1/C8H3Cl2NO2/c9-3-1-2-4(10)6-5(3)7(12)8(13)11-6/h1-2H,(H,11,12,13) |
InChIKey | NUXYYWOWNFEMNH-UHFFFAOYSA-N |
Molecular Formula | C8H3Cl2NO2 |
Molar Mass | 216.02 |
Density | 1.643±0.06 g/cm3 (20 ºC 760 Torr) |
Melting Point | 250-252°C(lit.) |
Solubility | soluble in Methanol |
Appearance | Solid |
Color | Light yellow to Brown |
BRN | 168731 |
pKa | 8.38±0.20(Predicted) |
Storage Condition | Inert atmosphere,Room Temperature |
Refractive Index | 1.637 |
MDL | MFCD00047214 |
Hazard Symbols | Xn - Harmful |
Risk Codes | R22 - Harmful if swallowed R36 - Irritating to the eyes |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
WGK Germany | 3 |
HS Code | 29337900 |
Introduction | 4, 7-dichloroindolanone can be used as an organic intermediate and can be obtained from 2, 5-dichloroaniline ring. There are reports that it can be used to prepare HBV cccDNA inhibitors. |
preparation | chloral hydrate (1.58g,9.41mmol) is added to the mixed solution of 2, 5-dichloroaniline (7.84mmol), anhydrous sodium sulfate (8.94g,62.71mmol), hydroxylamine hydrochloride (2.24g,31.35mmol) and 1M hydrochloric acid (8.0mL) in water (60mL) at room temperature. The resulting mixture was warmed to 55°C and stirred for 6 hours. When the mixture is cooled to room temperature, a solid precipitate is formed, and it is collected by filtration, washed with water, and dried under vacuum to obtain a hydroxyiminoacetanilide intermediate, which is added in small batches to concentrated sulfuric acid (5.0mL) preheated to 55°C. The temperature of the reaction mixture was kept below 58°C during the addition period. After the addition is completed, the dark mixture is heated to 80°C for 10 minutes, and then cooled to room temperature. The mixture is then poured into crushed ice, stirred, and let stand for 30 minutes. The precipitate formed is collected by filtration, washed with water, and dried under vacuum to obtain 4, 7-dichloroindolandione. |