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| Product Name: | 4,7-Dichloroisatin |
| Synonyms: | 4,7-DICHLOROINDOLINE-2,3-DIONE;4,7-DICHLOROISATIN;4,7-dichloro-2,3-dihydro-1H-indole-2,3-dione;4,7-dichloro-1H-indole-2,3-dione;4,7-Dichloroisatin,99%;BUTTPARK 50\07-81;4,7-Dichloroindole-2,3-dione;1H-Indole-2,3-dione, 4,7-dichloro- |
| CAS: | 18711-13-2 |
| MF: | C8H3Cl2NO2 |
| MW: | 216.02 |
| EINECS: | 622-637-9 |
| Product Categories: | Indoles and derivatives;Halogenated Heterocycles;Heterocyclic Building Blocks;Indoles;IndolesBuilding Blocks |
| Mol File: | 18711-13-2.mol |
| Melting point | 250-252 °C(lit.) |
| density | 1.643±0.06 g/cm3 (20 ºC 760 Torr) |
| storage temp. | Inert atmosphere,Room Temperature |
| solubility | soluble in Methanol |
| pka | 8.38±0.20(Predicted) |
| form | powder to crystal |
| color | Light yellow to Brown |
| BRN | 168731 |
| InChI | InChI=1S/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 |
| SMILES | N1C2=C(C(Cl)=CC=C2Cl)C(=O)C1=O |
| CAS DataBase Reference | 18711-13-2(CAS DataBase Reference) |
| Hazard Codes | Xn |
| Risk Statements | 22-36 |
| Safety Statements | 26-36 |
| WGK Germany | 3 |
| HS Code | 29337900 |
| Provider | Language |
|---|---|
| SigmaAldrich | English |
| ACROS | English |
| ALFA | English |
| Chemical Properties | orange flakes |
| Used as an intermediate in organic synthesis. | |
| Synthesis | To a mixture of 2，5-Dichloroaniline (1.02 g, 7.84 mmol), anhydrous sodium sulfate (8.94 g, 62.71 mmol), hydroxylamine hydrochloride (2.24 g, 31.35 mmol) and 1M hydrochloric acid (8.0 mL) in water (60 mL) is added chloral hydrate (1.58 g, 9.41 mmol) at room temperature. The resulting mixture is warmed to 55 °C and stirred for 6 hours. While the mixture is cooling to room temperature, solid precipitate is formed and collected by filtration, washed with water and dried under vacuum to yield the hydroxyliminoacetanilide intermediate, which is added in small portions to concentrated sulfuric acid (5.0 mL) that is preheated to 55 °C. The temperature of the reaction mixture is maintained at below 58 °C throughout the addition. After the addition is completed, the dark-colored mixture is heated to 80 °C for 10 minutes before cooling down to room temperature. The mixture is then poured into crushed ice, swirled, and left to stand for 30 minutes. 4,7-Dichloroisatin formed is collected by filtration, washed with water and dried under vacuum. |
| Preparation Products | (+)-YK-4-279 |
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