- 7-Bromoisatin
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- $15.00
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2021-07-13
- CAS:20780-74-9
- Min. Order: 1KG
- Purity: 99%+ HPLC
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| | 7-Bromo-1H-indole-2,3-dione Basic information |
| | 7-Bromo-1H-indole-2,3-dione Chemical Properties |
| Melting point | 191-198 °C | | density | 1.826±0.06 g/cm3(Predicted) | | storage temp. | Inert atmosphere,Room Temperature | | solubility | Slightly soluble. | | form | powder to crystal | | pka | 8.69±0.20(Predicted) | | color | Orange to Amber to Dark red | | InChI | InChI=1S/C8H4BrNO2/c9-5-3-1-2-4-6(5)10-8(12)7(4)11/h1-3H,(H,10,11,12) | | InChIKey | OCVKSIWBTJCXPV-UHFFFAOYSA-N | | SMILES | N1C2=C(C=CC=C2Br)C(=O)C1=O | | CAS DataBase Reference | 20780-74-9(CAS DataBase Reference) |
| Hazard Codes | Xn | | Risk Statements | 22-37/38-41 | | Safety Statements | 26-39 | | WGK Germany | 3 | | Hazard Note | Irritant | | HS Code | 2933998090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3 |
| | 7-Bromo-1H-indole-2,3-dione Usage And Synthesis |
| Uses | 7-bromoisatin was treated with excess PhMgBr to afford tertiary alcohol 9 in 96 % yield. Isatin oxime triflates undergo a facile fragmentation which is promoted by DBU, to form anthranilonitriles after hydrolytic work-up. | | Synthesis | Step 2: N-(2-bromophenyl)-2-(hydroxyimino)acetamide (7 g, 0.028 mol) was slowly added to 70 mL of concentrated sulfuric acid, and the temperature of the reaction system was maintained at 60 °C. Subsequently, the reaction temperature was raised to 90 °C with continuous stirring for 3 hours. Upon completion of the reaction, the reaction mixture was slowly poured into ice water and a yellow precipitate was precipitated. The precipitate was collected by filtration and dried to give 7-bromoisatin as a yellow solid (6.0 g, 92% yield). The product was characterized by 1H NMR (300 MHz, DMSO-d6): δ 11.33 (s, 1H), 7.79 (d, J = 8.1 Hz, 1H), 7.52 (d, J = 7.2 Hz, 1H), 7.02 (t, J = 7.5 Hz, 1H); LC-MS (ESI) analysis: calculated mass: 224.9; observed mass: 226.0 [M + H]+ (retention time: 0.39 min). | | References | [1] Patent: WO2012/58671, 2012, A1. Location in patent: Page/Page column 106
[2] Patent: CN105732462, 2016, A. Location in patent: Paragraph 0026
[3] Patent: CN103864779, 2016, B. Location in patent: Paragraph 0066; 0067; 0069
[4] Patent: WO2011/119704, 2011, A1. Location in patent: Page/Page column 38
[5] ACS Medicinal Chemistry Letters, 2013, vol. 4, # 1, p. 22 - 26 |
| | 7-Bromo-1H-indole-2,3-dione Preparation Products And Raw materials |
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