- 7-bromoindolin-2-one
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- $36.00 / 1kg
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2025-09-25
- CAS:320734-35-8
- Min. Order: 1kg
- Purity: 99%
- Supply Ability: g-kg-tons, free sample is available
- 7-bromoindolin-2-one
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- $15.00 / 1KG
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2021-07-13
- CAS:320734-35-8
- Min. Order: 1KG
- Purity: 99%+ HPLC
- Supply Ability: Monthly supply of 1 ton
- 7-bromoindolin-2-one
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- $15.00 / 1KG
-
2021-07-10
- CAS:320734-35-8
- Min. Order: 1KG
- Purity: 99%+ HPLC
- Supply Ability: Monthly supply of 1 ton
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| | 7-bromoindolin-2-one Chemical Properties |
| Melting point | 194-200°C | | Boiling point | 358.8±42.0 °C(Predicted) | | density | 1.666±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | form | powder to crystal | | pka | 13.22±0.20(Predicted) | | color | White to Light yellow to Light orange | | InChI | InChI=1S/C8H6BrNO/c9-6-3-1-2-5-4-7(11)10-8(5)6/h1-3H,4H2,(H,10,11) | | InChIKey | WSUWXWBRIBGIQT-UHFFFAOYSA-N | | SMILES | N1C2=C(C=CC=C2Br)CC1=O |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36/37/39 | | Hazard Note | Irritant | | HS Code | 2933790090 |
| | 7-bromoindolin-2-one Usage And Synthesis |
| Preparation | STEP A:
Preparation of 7-chloro-3-hydrazono-oxindole.
A solution of 25.0 g of 7-chloro-isatin in 250 ml of
ethanol is refluxed for 24 hours, cooled, and precipitate
recovered by filtering and washed once with ethanol
and twice with pentane to obtain 7-chloro-3-hydrazono
oxindole, m.p. 217-219℃. (decomp.). STEP B:
Preparation of 7-chloro-oxindole.
To a solution of sodium ethoxide prepared by heating
5.5 g of sodium in 200 ml. of ethanol at 70°℃. is added
17 g of 7-chloro-3-hydrazono-oxindole over a period of
3.5 hours, and the resulting solution is heated at 70℃.
for 24 hours. The solvent is evaporated in vacuo, the
residue dissolved in water, acidified with 6 N-hydro
chloric acid and the resulting precipitate recovered by
filtering, washed three times with water, dried by suc
tion and crystallized from methylene chloride/ether to
obtain 7-chlorooxindole, 28-220℃. | | Synthesis | GENERAL PROCEDURE: Titanium tetrachloride (0.7 mL, 6 mmol) was slowly added to a stirred suspension of zinc powder (0.78 g, 12 mmol) in freshly distilled anhydrous tetrahydrofuran (15 mL) at room temperature and under a dry nitrogen atmosphere. After addition, the mixture was refluxed for 2 hours. After the formed suspension of low-valent titanium reagent was cooled to room temperature, a solution of 7-bromoindigo red (2 mmol) in tetrahydrofuran (10 mL) was added dropwise. The reaction mixture was stirred at room temperature for about 5 min under nitrogen protection. After confirming the completion of the reaction by thin layer chromatography (TLC) analysis, the reaction was quenched with 3% hydrochloric acid (15 mL) and subsequently extracted with chloroform (3 x 50 mL). The combined organic phases were washed with water (3 x 50 mL) and dried over anhydrous sodium sulfate. After concentration of the solvent under reduced pressure, the crude product was purified by column chromatography (petroleum ether/ethyl acetate = 5:1) to give pure 7-bromoindolone. | | References | [1] Tetrahedron Letters, 2014, vol. 55, # 14, p. 2238 - 2242
[2] Tetrahedron Letters, 2000, vol. 41, # 47, p. 9089 - 9093
[3] Journal of Chemical Research, 2017, vol. 41, # 9, p. 537 - 540
[4] Patent: WO2017/199265, 2017, A1. Location in patent: Paragraph 000170 |
| | 7-bromoindolin-2-one Preparation Products And Raw materials |
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