2-CHLORO-3-IODOPHENOL
- Product Name
- 2-CHLORO-3-IODOPHENOL
- CAS No.
- 666727-31-7
- Chemical Name
- 2-CHLORO-3-IODOPHENOL
- Synonyms
- 2-CHLORO-3-IODOPHENOL;Phenol, 2-chloro-3-iodo-
- CBNumber
- CB7110915
- Molecular Formula
- C6H4ClIO
- Formula Weight
- 254.45
- MOL File
- 666727-31-7.mol
2-CHLORO-3-IODOPHENOL Property
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- Appearance
- Light brown to brown Solid
Safety
- HS Code
- 2908190090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
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
- CS-0041409
- Product name
- 2-Chloro-3-iodophenol
- Purity
- >97.0%
- Packaging
- 250mg
- Price
- $50
- Updated
- 2021/12/16
- Product number
- 0239AC
- Product name
- 2-Chloro-3-iodophenol
- Packaging
- 100mg
- Price
- $151
- Updated
- 2021/12/16
- Product number
- CS-0041409
- Product name
- 2-Chloro-3-iodophenol
- Purity
- >97.0%
- Packaging
- 1g
- Price
- $194
- Updated
- 2021/12/16
- Product number
- 0239AC
- Product name
- 2-Chloro-3-iodophenol
- Packaging
- 250mg
- Price
- $212
- Updated
- 2021/12/16
- Product number
- HCH0011413
- Product name
- 2-CHLORO-3-IODOPHENOL
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $502.9
- Updated
- 2021/12/16
2-CHLORO-3-IODOPHENOL Chemical Properties,Usage,Production
Synthesis
56962-01-7
666727-31-7
The general procedure for the synthesis of 2-chloro-3-iodophenol from 3-amino-2-chlorophenol is as follows: 1. To a suspension of 2-amino-3-nitrophenol (10 g, 65 mmol) in concentrated hydrochloric acid (10 mL) was added dropwise an aqueous solution of sodium nitrite (5.1 g, 73.3 mmol) (60 mL) at 0 °C. After stirring for 30 min, 10% H2SO4 solution (3 mL) of CuCl (12.8 g, 130 mmol) was added and stirring was continued for 18 hours. The reaction mixture was filtered, washed with water and the filtrate was extracted with EtOAc (70 mL x 3). The EtOAc layer was concentrated to give 2-chloro-3-nitrophenol (7 g, 62% yield). 2. 2-Chloro-3-nitrophenol (6 g, 35 mmol) was dissolved in methanol (100 mL), ammonium chloride (9.4 g, 175.7 mmol) and zinc powder (46 g, 702.8 mmol) were added, and refluxed for 1 hour. It was filtered and concentrated to give 2-chloro-3-aminophenol (4.5 g, 90% yield) as a purple solid. 3. To a suspension of 2-chloro-3-aminophenol (4.5 g, 31 mmol) in concentrated hydrochloric acid (10 mL) was added an aqueous solution of sodium nitrite (2.5 g, 35 mmol) (50 mL) dropwise at 0 °C. After stirring for 30 min, 10% H2SO4 solution (3 mL) of iodine (10.4 g, 63 mmol) was added and stirred for 2 h at room temperature. After filtration, it was extracted with EtOAc and concentrated to give 2-chloro-3-iodophenol (6 g, 75% yield) as a dark purple solid. 4. 6-Bromo-2,2,4-trimethyl-1,2-dihydroquinoline (2.3 g, 9.2 mmol) was mixed with bis(pinacolato)diborane (4.2 g, 16.5 mmol) in DMSO (2 mL) and KOAc (2.7 g, 27.4 mmol) and PdCl2 (dppf) (100 mg) were added. The reaction was carried out at 120°C for 15 min in microwave, cooled and purified by chromatography to afford 2,2,4-trimethyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-dihydroquinoline (2.3 g, 84% yield) as a white crystalline solid. 5. 2,2,4-Trimethyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-dihydroquinoline (308 mg), 2-chloro-3-iodophenol (93 mg), PdCl2 (dppf) (100 mg) and KOAc (300 mg) were coupled to give 2-chloro-3-(2,2,4-trimethyl-1 ,2-dihydroquinolin-6-yl)phenol (85 mg). 6. The above product (85 mg) was reacted with NBS according to the method of Example 7 to obtain 3-(4-bromomethyl-2,2-dimethyl-1,2-dihydroquinolin-6-yl)-2-chlorophenol (56 mg). 7. Finally, the product (50 mg) was coupled with 2-phenylethanethiol (0.04 mL) to give the title compound (40 mg) as an oil.
References
[1] Patent: WO2004/18429, 2004, A2. Location in patent: Page 87
2-CHLORO-3-IODOPHENOL Preparation Products And Raw materials
Raw materials
Preparation Products
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