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Name	4-Bromomethyl-1,2-dihydroquinoline-2-one	EINECS	679-473-6
CAS No.	4876-10-2	Density	1.542 g/cm³
PSA	33.12000	LogP	2.83530
Solubility	N/A	Melting Point	255-258 °C
Formula	C₁₀H₈BrNO	Boiling Point	391.8 °C at 760 mmHg
Molecular Weight	238.084	Flash Point	190.8 °C
Transport Information	N/A	Appearance	White-like powder
Safety	26-36/37/39	Risk Codes	36/37/38
Molecular Structure		Hazard Symbols	Xi
Synonyms	2-Quinolinol,4-(bromomethyl)- (8CI);Carbostyril, 4-(bromomethyl)- (6CI,7CI);4-(Bromomethyl)carbostyril;4-(Bromomethyl)quinolin-2(1H)-one;NSC 108455;4-Bromomethyl-2(1H)-quinolinone;	Article Data	136

4-Bromomethyl-1,2-dihydroquinoline-2-one Synthetic route

: 1205-74-9
4-bromo-3-oxo-N-phenylbutanamide

: 4876-10-2
4-bromomethyl-2(1H)-quinolinone

Conditions

Conditions	Yield
With phosphorus pentoxide at 83℃; for 13h; Solvent; Flow reactor; Large scale;	95.08%
With sulfuric acid at 40℃; for 1.5h;	64%
With sulfuric acid Heating;

: 102-01-2
N-phenylacetoacetamide

: 4876-10-2
4-bromomethyl-2(1H)-quinolinone

Conditions

Conditions	Yield
With sulfuric acid; bromine In chloroform
Multi-step reaction with 2 steps 1: bromine; acetic acid 2: sulfuric acid / 4 h View Scheme
Multi-step reaction with 2 steps 1: bromine / chloroform 2: sulfuric acid / 4 h / 90 °C View Scheme
Multi-step reaction with 2 steps 1: bromine / chloroform / 2 h / Heating / reflux 2: sulfuric acid / 1.5 h / 40 °C View Scheme

: 62-53-3
aniline

: 4876-10-2
4-bromomethyl-2(1H)-quinolinone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: pyridine / xylene / 0.5 h / Heating / reflux 1.2: 3.07 h / Heating / reflux 2.1: bromine / chloroform / 2 h / Heating / reflux 3.1: sulfuric acid / 1.5 h / 40 °C View Scheme

: 4876-10-2
4-bromomethyl-2(1H)-quinolinone

: 1068-90-2
2-acetylaminomalonic acid diethyl ester

: 4900-38-3
2-acetylamino-2-(ethoxycarbonyl)-3-(2-oxo-1,2-dihydroquinolin-4-yl)propionic acid ethyl ester

Conditions

Conditions	Yield
With sodium ethanolate; tetra-(n-butyl)ammonium iodide In ethanol at 60℃; for 8h; Reagent/catalyst; Temperature;	98.44%
With sodium In ethanol for 2h;	69%
With sodium hydroxide In water; dimethyl sulfoxide at 20 - 30℃; for 2h; Reagent/catalyst; Solvent; Large scale;

: 4876-10-2
4-bromomethyl-2(1H)-quinolinone

: 35218-42-9
N-(pyridin-4-yl)furan-2-carboxamide

: 953065-10-6
N-[(2-Oxo-1,2-dihydroquinolin-4-yl)methyl]-N-pyridin-4-yl-2-furamide

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 40℃; for 2h;	95%

: 4876-10-2
4-bromomethyl-2(1H)-quinolinone

: 4-(aminomethyl)quinolin-2(1H)-one

Conditions

Conditions	Yield
With ammonia In isopropyl alcohol at 60℃; for 4h;	95%

: 4876-10-2
4-bromomethyl-2(1H)-quinolinone

: 607-66-9
4-methyl-1,2-dihydroquinolin-2-one

Conditions

Conditions	Yield
With tetraethylammonium perchlorate; triethylamine In ethanol; dimethyl sulfoxide at 20℃; for 4h; Electrolysis; Green chemistry;	95%

: 4876-10-2
4-bromomethyl-2(1H)-quinolinone

: 107-18-6
allyl alcohol

: 1627597-87-8
4-[(allyloxy)methyl]quinol-2(1H)-one

Conditions

Conditions	Yield
Stage #1: allyl alcohol With sodium hydride In tetrahydrofuran at 0℃; for 4h; Reflux; Stage #2: 4-bromomethyl-2(1H)-quinolinone In tetrahydrofuran at 0 - 20℃; for 6h;	91%

: C10H9Cl2NO2

: 4876-10-2
4-bromomethyl-2(1H)-quinolinone

: C20H16Cl2N2O3

Conditions

Conditions	Yield
With triethylamine In toluene at 70 - 80℃; for 5h; Solvent; Temperature;	90%

: 4876-10-2
4-bromomethyl-2(1H)-quinolinone

: 24786-40-1
2-(2-propynylsulfanyl)-1H-1,3-benzimidazole

: 4-((4-((1H-benzo[d]imidazol-2-ylthio)methyl)-1H-1,2,3-triazol-1-yl)methyl)quinolin-2(1H)-one

Conditions

Conditions	Yield
With sodium azide; copper(II) sulfate; sodium L-ascorbate In water; N,N-dimethyl-formamide at 20℃; for 12h;	89%

4-Bromomethyl-1,2-dihydroquinoline-2-one Chemical Properties

IUPAC Name: 4-(Bromomethyl)-1H-quinolin-2-one
Synonyms of 2(1H)-Quinolinone,4-(bromomethyl)- (CAS NO.4876-10-2): 4-Bromomethyl-2-quinolinol ; 4-(Bromomethyl)-2(1h)-quinolinone ; 4-Bromomethylquinolinone ; 4-Bromomethyl-1,2-dihydroquinolin-2-one ; 4-Bromomethyl Carbostyril ; 4-(Bromomethyl)-2-hydroxyquinoline
CAS NO: 4876-10-2
Molecular Formula of 2(1H)-Quinolinone,4-(bromomethyl)- (CAS NO.4876-10-2): C₁₀H₈BrNO
Molecular Weight: 238.0806
Molecular Structure:

Melting Point: 255-258 °C
H bond acceptors: 2
H bond donors: 1
Freely Rotating Bonds: 1
Polar Surface Area: 20.31 Å²
Index of Refraction: 1.616
Molar Refractivity: 53.93 cm³
Molar Volume: 154.3 cm³
Surface Tension: 46.3 dyne/cm
Density of 2(1H)-Quinolinone,4-(bromomethyl)- (CAS NO.4876-10-2): 1.542 g/cm³
Flash Point: 190.8 °C
Enthalpy of Vaporization: 64.15 kJ/mol
Boiling Point: 391.8 °C at 760 mmHg
Vapour Pressure: 2.4E-06 mmHg at 25°C

4-Bromomethyl-1,2-dihydroquinoline-2-one Uses

2(1H)-Quinolinone,4-(bromomethyl)- (CAS NO.4876-10-2) is used as pharmaceutical Intermediates and rebamipide intermediate R-2.

4-Bromomethyl-1,2-dihydroquinoline-2-one Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
Hazard Note: Irritant

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