8-Benzyloxy-5-(2-bromoacetyl)-2-hydroxyquinoline
- Product Name
- 8-Benzyloxy-5-(2-bromoacetyl)-2-hydroxyquinoline
- CAS No.
- 100331-89-3
- Chemical Name
- 8-Benzyloxy-5-(2-bromoacetyl)-2-hydroxyquinoline
- Synonyms
- 8-(benzyloxy)-5-(2-broMoacetyl)quinolin-2(1H)-one;5-(2-Bromoacetyl)-8-benzyloxy-1H-quinolin-2-one;1-[8-(b;8-Benzyloxy-5;Indacaterol int;Indacaterol Impurity 37;Indacaterol Intermediate 2;Adatero and its intermediates;5-BroMoacetyl-8-benzyloxycarbostyril;5-Bromoacetyl-8-benzyloxy-2-quinolone
- CBNumber
- CB51119227
- Molecular Formula
- C18H14BrNO3
- Formula Weight
- 372.21
- MOL File
- 100331-89-3.mol
8-Benzyloxy-5-(2-bromoacetyl)-2-hydroxyquinoline Property
- Melting point:
- 192-194oC
- Boiling point:
- 602.6±55.0 °C(Predicted)
- Density
- 1.479±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- Chloroform (Sparingly), Ethyl Acetate (Slightly)
- pka
- 10.38±0.70(Predicted)
- form
- Solid
- color
- White to Pale Beige
- Stability:
- Unstable in DMSO
- InChI
- InChI=1S/C18H14BrNO3/c19-10-15(21)13-6-8-16(18-14(13)7-9-17(22)20-18)23-11-12-4-2-1-3-5-12/h1-9H,10-11H2,(H,20,22)
- InChIKey
- RVHSDLUBNZBRMH-UHFFFAOYSA-N
- SMILES
- N1C2=C(C(C(CBr)=O)=CC=C2OCC2=CC=CC=C2)C=CC1=O
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P310Immediately call a POISON CENTER or doctor/physician.
N-Bromosuccinimide Price
- Product number
- B286115
- Product name
- 8-Benzyloxy-5-(2-bromoacetyl)-2(1H)-quinolinone
- Packaging
- 10mg
- Price
- $70
- Updated
- 2021/12/16
- Product number
- B286115
- Product name
- 8-Benzyloxy-5-(2-bromoacetyl)-2(1H)-quinolinone
- Packaging
- 100mg
- Price
- $265
- Updated
- 2021/12/16
- Product number
- FB18407
- Product name
- 8-Benzyloxy- 5-(2-bromoacetyl)-2(1H)-quinolinone
- Packaging
- 250mg
- Price
- $120
- Updated
- 2021/12/16
- Product number
- FB18407
- Product name
- 8-Benzyloxy- 5-(2-bromoacetyl)-2(1H)-quinolinone
- Packaging
- 500mg
- Price
- $190
- Updated
- 2021/12/16
- Product number
- FB18407
- Product name
- 8-Benzyloxy- 5-(2-bromoacetyl)-2(1H)-quinolinone
- Packaging
- 1g
- Price
- $300
- Updated
- 2021/12/16
8-Benzyloxy-5-(2-bromoacetyl)-2-hydroxyquinoline Chemical Properties,Usage,Production
Chemical Properties
Off-white Solid
Uses
8-(benzyloxy)-5-(2-broMoacetyl)quinolin-2(1H)-one can be used in the preparation of phenylethanolamine derivatives as β2 adrenoreceptor agonists.
Synthesis
93609-84-8
100331-89-3
(1) A bromine solution was prepared by dissolving 7.8 g of bromine in 30 mL of dichloromethane. In another reaction flask, 13 g of 5-acetyl-8-benzyloxy-1H-quinolin-2-one and 7.56 g of boron trifluoride ether compound were dissolved in 170 ml of dichloromethane and heated to reflux. Subsequently, the bromine solution was slowly added dropwise to the refluxed solution and the reflux reaction was continued for 30 minutes. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was adjusted to alkaline by adding 10% aqueous potassium carbonate solution and the resulting precipitate was collected by filtration. The resulting crude product was purified by recrystallization from a solvent mixture of chloroform and methanol, resulting in 12.51 g of 5-bromoacetyl-8-benzyloxy-1H-quinolin-2-one as light yellow acicular crystals in 75.7% yield.
References
[1] Patent: US4579854, 1986, A
[2] Patent: WO2012/168349, 2012, A1. Location in patent: Page/Page column 30-31
[3] Patent: WO2012/168359, 2012, A1. Location in patent: Page/Page column 56; 57
[4] Patent: US2013/34504, 2013, A1. Location in patent: Paragraph 0120; 0121; 0122
[5] Patent: US2014/163066, 2014, A1. Location in patent: Paragraph 0209-0211
8-Benzyloxy-5-(2-bromoacetyl)-2-hydroxyquinoline Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 8-Benzyloxy-5-(2-bromoacetyl)-2-hydroxyquinoline manufacturers
- Product
- 8-BENZYLOXY-5-(2-BROMOACETYL)-2-HYDROXYQUINOLINE 100331-89-3
- Price
- US $2.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 1200KG/M
- Release date
- 2023-08-11
- Product
- 8-BENZYLOXY-5-(2-BROMOACETYL)-2-HYDROXYQUINOLINE 100331-89-3
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 ton
- Release date
- 2024-12-09
- Product
- 8-Benzyloxy-5-(2-bromoacetyl)-2-hydroxyquinoline 100331-89-3
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 99
- Supply Ability
- 1111
- Release date
- 2024-10-08