6-chloro-1H-indole-2,3-dione
6-Chloroisatin
CAS: 6341-92-0
Molecular Formula: C8H4ClNO2
6-chloro-1H-indole-2,3-dione - Names and Identifiers
| Name | 6-Chloroisatin |
| Synonyms | 6-CHLOROISATIN 6-Chloroisatin 6-CHLOROINDOLE-2,3-DIONE 6-CHLORO-2,3-INDOLINEDIONE 6-CHLORO ISATINIC ANHYDRIDE 6-CHLORO-1H-INDOLE-2,3-DIONE 6-chloro-1H-indole-2,3-dione 6-Chloro-1H-Indole-2,3-Dione 6-Chloroindole-2,3-dione6-Chloro-2,3-indolinedione 3-[5-[(E)-[1-(3-bromophenyl)-2,4,6-trioxo-1,3-diazinan-5-ylidene]methyl]-2-furanyl]-4-methylbenzoic acid 3-(5-{(E)-[1-(3-bromophenyl)-2,4,6-trioxotetrahydropyrimidin-5(2H)-ylidene]methyl}furan-2-yl)-4-methylbenzoic acid |
| CAS | 6341-92-0 |
| EINECS | 676-145-4 |
| InChI | InChI=1S/C8H4ClNO2/c9-4-1-2-5-6(3-4)10-8(12)7(5)11/h1-3H,(H,10,11,12) |
| InChIKey | RVXLBLSGEPQBIO-UHFFFAOYSA-N |
6-chloro-1H-indole-2,3-dione - Physico-chemical Properties
| Molecular Formula | C8H4ClNO2 |
| Molar Mass | 181.58 |
| Density | 1.519±0.06 g/cm3(Predicted) |
| Melting Point | 262 °C |
| Solubility | soluble in Dimethylformamide |
| Appearance | Solid |
| Color | Light yellow to Brown |
| pKa | 8.83±0.20(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.685 |
| MDL | MFCD00086347 |
6-chloro-1H-indole-2,3-dione - Reference Information
| Introduction | 6-chlorisatin is a isatin derivative. isatin (ISA), also known as indomanedione or 2, 3-indolinone, is an endogenous active substance present in mammalian tissues and body fluids. |
| preparation | Chloral Hydrate (5G, 30.5mmol) of anhydrous sodium sulfate (35g,246mmol) was added portionwise at 40 °c. To a solution of 3-chloroaniline (2.57g,27.6mmol) and 36% concentrated hydrochloric acid (3ml,36mmol) in water (20ml), then the solution of hydroxylamine hydrochloride (6.1g,88.4mmol) in water (27.5ml) was added dropwise, and the mixture was heated to 85 ℃ for 2H, cooled to 50 ℃, suction filtered, and washed with cold water, filter cake-dried N-(3-chlorophenyl)-2-oxime acetamide. 98% concentrated sulfuric acid (46ml) was heated to 60 ℃, and N-(3-chlorophenyl)-2-oximinoacetamide (1.8G, 11mmol) was added in portions with stirring, the mixture was heated to 80 ° C. For 15min, cooled to room temperature and poured into 0.5g crushed ice, stirred at room temperature for 1.2 h, suction filtered, and washed with ice water to obtain an orange solid (75% g,). 1H NMR(400MHz,DMSO-d6):6.72(m,1H),6.85(m,1H),7.59(m,1H),11.17(s,br,1H). |
Last Update：2024-04-10 22:30:23
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