7-bromoindolin-2-one
Preparation- Product Name
- 7-bromoindolin-2-one
- CAS No.
- 320734-35-8
- Chemical Name
- 7-bromoindolin-2-one
- Synonyms
- 7-bromoindolin-2-one;7-BROMOOXINDOLE;7-CHLOROOXINDOLE;7-Bromo-2-oxindole;7-Bromo-2-indolinone;7-chloro-1H-indol-2-ol;7-BroMo-1,3-dihydro-indol-2-one;7-Chloro-1,3-dihydro-indol-2-one;7-bromo-2,3-dihydro-1H-indol-2-one;7-Bromo-1,3-dihydro-2H-indol-2-one
- CBNumber
- CB6106366
- Molecular Formula
- C8H6BrNO
- Formula Weight
- 212.04
- MOL File
- 320734-35-8.mol
7-bromoindolin-2-one Property
- 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
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36/37/39
- Hazard Note
- Irritant
- HS Code
- 2933790090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- B5097
- Product name
- 7-Bromooxindole
- Purity
- >98.0%(GC)
- Packaging
- 200mg
- Price
- $62
- Updated
- 2025/07/31
- Product number
- B5097
- Product name
- 7-Bromooxindole
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $187
- Updated
- 2025/07/31
- Product number
- B687993
- Product name
- 7-Bromooxindole
- Packaging
- 250mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- OR10385
- Product name
- 7-Bromo-2-oxindole
- Packaging
- 250mg
- Price
- $22
- Updated
- 2021/12/16
- Product number
- 4H48-9-Z9
- Product name
- 7-Bromo-2-oxindole
- Packaging
- 250mg
- Price
- $24
- Updated
- 2021/12/16
7-bromoindolin-2-one Chemical Properties,Usage,Production
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
20780-74-9
320734-35-8
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
Raw materials
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View Lastest Price from 7-bromoindolin-2-one manufacturers
- Product
- 7-bromoindolin-2-one 320734-35-8
- Price
- US $36.00-1.50/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-04-09
- Product
- 7-bromoindolin-2-one 320734-35-8
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10
- Product
- 7-bromoindolin-2-one 320734-35-8
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-09