ChemicalBook > CAS DataBase List > 4-HYDROXY-8-BROMOQUINOLINE

4-HYDROXY-8-BROMOQUINOLINE

Product Name: 4-HYDROXY-8-BROMOQUINOLINE
CAS No.: 57798-00-2
Chemical Name: 4-HYDROXY-8-BROMOQUINOLINE
Synonyms: BUTTPARK 100\01-51;8-BROMO-4-QUINOLINOL;8-BROMOQUINOLIN-4-OL;8-BROMOQUINOLINE-4-OL;4-Quinolinol, 8-bromo-;8-Bromoquinolin-4(1H)-one;4-HYDROXY-8-BROMOQUINOLINE;8-BROMO-4-HYDROXYQUINOLINE;8-Bromo-4-hydroxyquinoline 95+%;4-HYDROXY-8-BROMOQUINOLINE ISO 9001：2015 REACH
CBNumber: CB6413224
Molecular Formula: C9H6BrNO
Formula Weight: 224.05
MOL File: 57798-00-2.mol

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4-HYDROXY-8-BROMOQUINOLINE Property

Boiling point:: 370.7±22.0 °C(Predicted)
Density: 1.705±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
pka: 3.83±0.40(Predicted)
Appearance: Off-white to light brown Solid

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Safety

Hazard Codes: T
Risk Statements: 25-41
Safety Statements: 26-39-45
RIDADR: UN 2811 6.1 / PGIII
WGK Germany: 3
HS Code: 2933499090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H318Causes serious eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: BBO000023
Product name: 8-Bromo-4-hydroxyquinoline
Purity: Aldrich
Packaging: 1g
Price: $99.7
Updated: 2023/01/07

TRC

Product number: B698940
Product name: 8-Bromoquinolin-4(1H)-one
Packaging: 250mg
Price: $55
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB41822
Product name: 8-Bromo-4-quinolinol
Packaging: 1g
Price: $94.5
Updated: 2021/12/16

Apolloscientific

Product number: OR60188
Product name: 8-Bromo-4-hydroxyquinoline
Purity: 95+%
Packaging: 1g
Price: $44
Updated: 2021/12/16

SynQuest Laboratories

Product number: 4H01-9-X1
Product name: 8-Bromo-4-hydroxyquinoline
Purity: 95.0%
Packaging: 1g
Price: $48
Updated: 2021/12/16

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4-HYDROXY-8-BROMOQUINOLINE Chemical Properties,Usage,Production

Chemical Properties

Off-white powder

Synthesis

15568-85-1

615-36-1

57798-00-2

1. 2-Bromoaniline (20.9 g) and 5-(methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione (22.6 g) were suspended in 2-propanol (240 mL) and heated to reflux for 1 hour. After completion of the reaction, it was cooled to 0 °C and the light yellow solid product (35.0 g) was collected by filtration. 2. The light yellow solid (10.0 g) obtained above was suspended in Dowtherm (100 mL) and heated at 210 °C for 1 hour. After cooling, hexane (100 mL) was added and filtered to obtain 8-bromoquinolin-4(1H)-one (6.3 g). 3. To 8-bromoquinolin-4(1H)-one (9 g) was added phosphoryl chloride (5.9 mL) and the mixture was heated to reflux for 2 hours. The solvent was removed by distillation under reduced pressure, the residue was dissolved in chloroform, neutralized with aqueous sodium hydroxide, and the organic and aqueous layers were separated after cooling in an ice bath. The organic layer was washed with brine, dried over anhydrous sodium sulfate, distilled to remove the solvent, and purified by neutral silica gel column chromatography (chloroform/methanol) to give 8-bromo-4-chloroquinoline (8.3 g) as a white solid. 4. Pd(PPh3)4 (0.0581 g) was added to a mixture of 8-bromo-4-chloroquinoline (0.242 g), 3-quinolineboronic acid (0.163 g) and 2M aqueous sodium carbonate under nitrogen protection, ethylene glycol dimethyl ether (3.0 mL) was added, and the reaction was stirred for 3 hours at 85 °C. Upon completion of the reaction, the mixture was partitioned with ethyl acetate and water, the organic layer was washed with brine, dried over anhydrous sodium sulfate, the solvent was removed by distillation, and the residue was purified by neutral silica gel column chromatography (chloroform/methanol) to afford 4'-chloro-3,8'-biquinoline (0.114 g) as a white solid. 5. The reaction was carried out according to the method of Example 3 (3) using the 4'-chloro-3,8'-biquinoline obtained above instead of compound (3b) to obtain the target compound (117) as a pale yellow solid (total yield in six steps: 37%). 6. 4-Cyano-3-(4-hydroxycyclohexylamino)benzeneboronic acid pinacol ester was used instead of 4-cyano-3-(ethylamino)benzeneboronic acid pinacol ester for the subsequent reaction.

References

[1] Patent: US2013/296320, 2013, A1. Location in patent: Paragraph 0308

4-HYDROXY-8-BROMOQUINOLINE Preparation Products And Raw materials

Raw materials

Preparation Products

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57798-00-2, 4-HYDROXY-8-BROMOQUINOLINERelated Search:

8-bromo-4-chloroquinazoline Quinoline, 8-bromo-5-methyl- (9CI) 8-BROMO-4-CHLOROQUINOLINE 8-bromoquinazolin-4-amine 8-bromo-5-fluoroquinoline 4-HYDROXY-8-BROMOQUINOLINE BUTTPARK 89\01-88 6-Bromo-4-hydroxyquinoline 8-Bromoquinoline 2-Fluoro-4-(trifluoromethyl)aniline 8-BROMO-4-HYDROXY-2-METHYLQUINOLINE 8-BROMO-4-HYDROXYQUINOLINE-3-CARBOXYLIC ACID ETHYL 8-BROMO-4-HYDROXYQUINOLINE-3-CARBOXYLATE 8-Bromo-4-hydroxy-5-methoxy- quinoline-3-carboxylic acid 8-BROMO-2-(TRIFLUOROMETHYL)QUINOLIN-4-OL 4-HYDROXY-5-BROMOQUINOLINE 3-hydroxy-4-bromoquinoline 4-Hydroxy-7-bromoquinoline

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4-HYDROXY-8-BROMOQUINOLINE

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8-Bromoquinolin-4(1H)-one

8-Bromo-4-hydroxyquinoline 95+%

8-Bromoquinolin-4-ol, 8-Bromo-4-hydroxy-1-azanaphthalene

8-BROMOQUINOLINE-4-OL

4-HYDROXY-8-BROMOQUINOLINE、8-BroMo-4-hydroxyquinoline

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4-HYDROXY-8-BROMOQUINOLINE ISO 9001：2015 REACH

57798-00-2