4-Bromomethyl-1,2-dihydroquinoline-2-one
- Product Name
- 4-Bromomethyl-1,2-dihydroquinoline-2-one
- CAS No.
- 4876-10-2
- Chemical Name
- 4-Bromomethyl-1,2-dihydroquinoline-2-one
- Synonyms
- NSC108455;ST5431943;ine-2-one;ZINC01700618;Rebamipide Impurity 13;4-BROMOMETHYLQUINOLINONE;4-Bromomethyl Carbostyril;4-Bromomethyl-2-quinolinol;4-broMoMethyl-quinolin-2-one;4-Bromomethyl-2(1H)-quinolone
- CBNumber
- CB8158697
- Molecular Formula
- C10H8BrNO
- Formula Weight
- 238.08
- MOL File
- 4876-10-2.mol
4-Bromomethyl-1,2-dihydroquinoline-2-one Property
- Melting point:
- 255-258°C
- Boiling point:
- 391.8±42.0 °C(Predicted)
- Density
- 1.542±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- form
- powder to crystal
- pka
- 11.17±0.70(Predicted)
- color
- White to Light yellow to Light orange
- InChI
- InChI=1S/C10H8BrNO/c11-6-7-5-10(13)12-9-4-2-1-3-8(7)9/h1-5H,6H2,(H,12,13)
- InChIKey
- BBAHJCUCNVVEQU-UHFFFAOYSA-N
- SMILES
- N1C2=C(C=CC=C2)C(CBr)=CC1=O
- CAS DataBase Reference
- 4876-10-2(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38-34
- Safety Statements
- 26-36/37/39-45
- Hazard Note
- Irritant
- HazardClass
- 8
- HS Code
- 29334900
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H314Causes severe skin burns and eye damage
H315Causes skin irritation
H318Causes serious eye damage
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- PH015678
- Product name
- 4-(Bromomethyl)-2(1H)-quinolinone
- Purity
- AldrichCPR
- Packaging
- 1g
- Price
- $134
- Updated
- 2023/06/20
- Product number
- B3345
- Product name
- 4-(Bromomethyl)-2-quinolinone
- Purity
- >97.0%(HPLC)(N)
- Packaging
- 5g
- Price
- $31
- Updated
- 2025/07/31
- Product number
- B3345
- Product name
- 4-(Bromomethyl)-2-quinolinone
- Purity
- >97.0%(HPLC)(N)
- Packaging
- 25g
- Price
- $90
- Updated
- 2025/07/31
- Product number
- OR7605
- Product name
- 4-(Bromomethyl)quinolin-2(1H)-one
- Purity
- 98%
- Packaging
- 5g
- Price
- $19
- Updated
- 2021/12/16
- Product number
- 4H48-9-Z1
- Product name
- 4-(Bromomethyl)quinolin-2(1H)-one
- Purity
- 98%
- Packaging
- 5G
- Price
- $21
- Updated
- 2021/12/16
4-Bromomethyl-1,2-dihydroquinoline-2-one Chemical Properties,Usage,Production
Chemical Properties
Light yellow to light reddish yellow solid
Uses
4-Bromomethyl-2(1H)-quinolinone is a reagent used in the preparation of coumarins and 1-aza coumarins which has nti-microbial, anti-inflammatory, and analgesic activities.
Application
4-Bromomethyl-1,2-dihydroquinoline-2-one is used as an intermediate in Rebamipide, a gastroprotective agent used in the treatment of gastritis, gastroduodenal ulcers and mucosal protection.
Synthesis
1205-74-9
4876-10-2
The general procedure for the synthesis of bromomethyl quinolone from 4-bromo-3-oxo-N-phenylbutyramide is as follows: In a 5000L enameled reactor, 4000 kg of ethylene dichloride and 500 kg of bromoacetoacetanilide were added, and stirred thoroughly until homogeneous. At the same time, 1000 kg of ethylene dichloride and 1000 kg of phosphorus pentoxide were added to another 2000L reactor. The temperature of the two reactors was raised to the reflux temperature of dichloroethane, i.e., 83°C. After refluxing for 1 hr, the dichloroethane condensate from the 5000L reactor was distilled into the 2000L reactor, while the dichloroethane condensate distilled from dehydration in the 2000L reactor was transferred back to the 5000L reactor, making sure that the rate of distillation in the two reactors was synchronized. After the reaction lasted 12 hours, the reaction mixture was cooled to room temperature. The crude 4-bromomethylquinolone was isolated using a filter press and washed with dichloroethane for further purification. After separation, it was again passed through a filter press to give a wet product containing dichloroethane. Subsequently, the solvent was removed by vacuum drying, resulting in 442 kg of solid product in the form of a white powder. The yield of the process was 95.08% and the purity of the product was 99.67% (as determined by HPLC).
References
[1] Patent: CN105753781, 2016, A. Location in patent: Paragraph 0016; 0017
[2] Patent: US2008/139558, 2008, A1. Location in patent: Page/Page column 19
[3] European Journal of Medicinal Chemistry, 2008, vol. 43, # 10, p. 2178 - 2188
[4] Green Chemistry, 2016, vol. 18, # 7, p. 2201 - 2205
[5] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2016, vol. 55B, # 5, p. 637 - 642
4-Bromomethyl-1,2-dihydroquinoline-2-one Preparation Products And Raw materials
Raw materials
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View Lastest Price from 4-Bromomethyl-1,2-dihydroquinoline-2-one manufacturers
- Product
- 4-Bromomethyl-1,2-dihydroquinoline-2-one 4876-10-2
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99.0% min
- Supply Ability
- 10tons
- Release date
- 2025-09-24
- Product
- 4-Bromomethyl-2-(1H)-quinolinone 4876-18-2
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 0.99
- Supply Ability
- 1000KG
- Release date
- 2025-04-21
- Product
- 4-Bromomethyl-1,2-dihydroquinoline-2-one 4876-10-2
- Price
- US $0.00/Kg/Bag
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 5000kg
- Release date
- 2021-09-09