6-Bromo-4-chloro-3-nitroquinoline supplier

Name
6-BROMO-4-CHLORO-3-NITROQUINOLINE
EINECS
CAS No. 723281-72-9
Article Data37
CAS DataBase
Density 1.834 g/cm³
Solubility
Melting Point
Formula C₉H₄BrClN₂O₂
Boiling Point 387.626 °C at 760 mmHg
Molecular Weight 287.5
Flash Point 188.23 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 6-BROMO-4-CHLORO-3-NITROQUINOLINE;
PSA 58.71000
LogP 4.08210

Synthetic route

: 853908-50-6
6-bromo-3-nitroquinolin-4-ol

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

Conditions

Conditions	Yield
With trichlorophosphate for 0.75h; Reflux;	100%
With trichlorophosphate at 100℃; for 4h;	95%
With trichlorophosphate at 100℃; for 3h;	95%

: C10H6BrNO3

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

Conditions

Conditions	Yield
With trichlorophosphate at 120℃; for 1h;	53%

: 1201643-75-5
(E)-5-bromo-2-((2-nitrovinyl)amino)benzoic acid

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium acetate / acetic anhydride / 3 h / 120 °C 2: trichlorophosphate / 0.75 h / 120 °C View Scheme
Multi-step reaction with 2 steps 1: potassium acetate; acetic anhydride / 2 h / 120 °C 2: trichlorophosphate; N,N-dimethyl-formamide / 4 h / Reflux View Scheme
Multi-step reaction with 2 steps 1: acetic anhydride; potassium acetate / 2 h / 120 °C 2: trichlorophosphate / 4 h / 100 °C View Scheme

: 853908-49-3
5-bromo-2-((2-nitroethenyl)amino)benzoic acid

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: acetic anhydride; potassium acetate / 3 h / 120 °C 2: trichlorophosphate / 0.75 h / 120 °C View Scheme
Multi-step reaction with 2 steps 1: acetic anhydride; sodium acetate / 2 h / 120 °C 2: trichlorophosphate / 0.75 h / Reflux View Scheme
Multi-step reaction with 2 steps 1: potassium acetate; acetic anhydride / 1.5 h / 120 °C 2: trichlorophosphate / 0.75 h / 120 °C View Scheme

: 5794-88-7
5-Bromo-2-aminobenzoic acid

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: hydrogenchloride / water / 24 h / 20 °C 2: 24 h / 20 °C 3: acetic anhydride; sodium acetate / 2 h / 120 °C 4: trichlorophosphate / 0.75 h / Reflux View Scheme
Multi-step reaction with 4 steps 1: hydrogenchloride / water / 24 h / 20 °C 2: 24 h / 20 °C 3: acetic anhydride; potassium acetate / 2 h / 120 °C 4: trichlorophosphate / 0.75 h / Reflux View Scheme
Multi-step reaction with 4 steps 1: hydrogenchloride / water / 24 h / 20 °C 2: 24 h / 20 °C 3: potassium acetate; acetic anhydride / 2 h / 120 °C 4: trichlorophosphate / 0.75 h / Reflux View Scheme

: 74189-16-5
2-amino-5-bromobenzoic acid hydrochloride

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 24 h / 20 °C 2: acetic anhydride; sodium acetate / 2 h / 120 °C 3: trichlorophosphate / 0.75 h / Reflux View Scheme
Multi-step reaction with 3 steps 1: 24 h / 20 °C 2: acetic anhydride; potassium acetate / 2 h / 120 °C 3: trichlorophosphate / 0.75 h / Reflux View Scheme
Multi-step reaction with 3 steps 1: 24 h / 20 °C 2: potassium acetate; acetic anhydride / 2 h / 120 °C 3: trichlorophosphate / 0.75 h / Reflux View Scheme
Multi-step reaction with 3 steps 1: 24 h / 20 °C 2: potassium acetate; acetic anhydride / 2 h / 120 °C 3: trichlorophosphate / 0.75 h / Reflux View Scheme
Multi-step reaction with 3 steps 1.1: sodium hydroxide / water / 2.17 h / 0 - 20 °C 1.2: 0 °C 1.3: 18 h / 20 °C 2.1: potassium acetate; acetic anhydride / 1.5 h / 120 °C 3.1: trichlorophosphate / 0.75 h / 120 °C View Scheme

: 106-40-1
4-bromo-aniline

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: ethanol / 0.17 h / 90 °C 1.2: 0.5 h 2.1: diphenylether / 0.08 h / 220 °C 3.1: nitric acid / propionic acid / 2 h / 125 °C 4.1: trichlorophosphate; triethylamine / 1.5 h / Reflux View Scheme
Multi-step reaction with 4 steps 1: ethanol / 6 h / 105 °C 2: diphenylether / 0.25 h / 200 °C / Microwave irradiation 3: nitric acid / propionic acid / 2 h / 125 °C 4: trichlorophosphate / N,N-dimethyl-formamide / 3 h / 100 °C View Scheme

: 1551219-53-4
C13H12BrNO4

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: diphenylether / 0.08 h / 220 °C 2: nitric acid / propionic acid / 2 h / 125 °C 3: trichlorophosphate; triethylamine / 1.5 h / Reflux View Scheme

: 145369-94-4
6-bromoquinolin-4-ol

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: nitric acid / propionic acid / 2 h / 125 °C 2: trichlorophosphate; triethylamine / 1.5 h / Reflux View Scheme
Multi-step reaction with 2 steps 1: nitric acid / propionic acid / 2 h / 125 °C 2: trichlorophosphate / N,N-dimethyl-formamide / 3 h / 100 °C View Scheme
Multi-step reaction with 2 steps 1: nitric acid / propionic acid / 2 h / 125 °C 2: N,N-dimethyl-formamide; trichlorophosphate / 2 h / 110 °C View Scheme
Multi-step reaction with 2 steps 1: nitric acid; propionic acid / 2 h 2: trichlorophosphate / N,N-dimethyl-formamide / 110 °C View Scheme

: 118-92-3
anthranilic acid

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: ammonium bromide; dihydrogen peroxide; acetic acid / 16 h / 10 - 20 °C 2: ethanol / 18 h / 20 °C 3: potassium acetate; acetic anhydride / 2 h / 120 °C 4: trichlorophosphate; N,N-dimethyl-formamide / 4 h / Reflux View Scheme

: 187278-01-9
5-(((4-bromophenyl)amino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: diphenylether / 0.25 h / 200 °C / Microwave irradiation 2: nitric acid / propionic acid / 2 h / 125 °C 3: trichlorophosphate / N,N-dimethyl-formamide / 3 h / 100 °C View Scheme
Multi-step reaction with 3 steps 1: 0.17 h / 200 °C / 7757.43 Torr / Microwave irradiation 2: nitric acid / propionic acid / 2 h / 125 °C 3: N,N-dimethyl-formamide; trichlorophosphate / 2 h / 110 °C View Scheme
Multi-step reaction with 3 steps 1: diphenylether / 0.25 h / 190 °C 2: nitric acid; propionic acid / 2 h 3: trichlorophosphate / N,N-dimethyl-formamide / 110 °C View Scheme

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: 1184919-69-4
rac-3-aminocyclopentanol hydrochloride

: 3-(6-bromo-3-nitroquinolin-4-yl)aminocyclopentanol

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 2.5h;	100%

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: 147081-49-0
(R)-3-aminopyrrolidine-1-carboxylic acid tert-butyl ester

: tert-butyl (S)-3-((6-bromo-3-nitroquinolin-4-yl)amino)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	99.7%

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: 72784-43-1
methyl 1-aminocyclopropane-1-carboxylate

: methyl 1-((6-bromo-3-nitroquinolin-4-yl)amino)cyclopropane-1-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 60℃; for 1h;	99%

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: 147081-49-0
(R)-3-aminopyrrolidine-1-carboxylic acid tert-butyl ester

: tert-butyl (R)-3-((6-bromo-3-nitroquinolin-4-yl)amino)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	96.7%

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: 625471-18-3
tert-butyl (3S)-3-aminopiperidine-1-carboxylate

: tert-butyl (S)-3-((6-bromo-3-nitroquinolin-4-yl)amino)piperidine-1-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 6h;	96%

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: 177906-48-8
trans-N-Boc-1,4-cyclohexanediamine

: tert-butyl N-{4-[(6-bromo-3-nitroquinolin-4-yl)amino]cyclohexyl}carbamate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 20℃; for 2h;	95%

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: C21H22N2O2

: C30H25BrN4O4

Conditions

Conditions	Yield
With acetic acid at 20℃; for 2h;	93.75%

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: 1449518-65-3
6-bromo-3-nitroquinolin-4-amine

Conditions

Conditions	Yield
With ammonia In water; acetonitrile at 20 - 50℃; for 1h;	93%

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: 74-89-5
methylamine

: 6-bromo-N-methyl-3-nitroquinoline-4-amine

Conditions

Conditions	Yield
In diethyl ether at 20℃; for 0.5h;	93%
With triethylamine at 26℃; for 12h;	4.2 g
With triethylamine In ethanol at 20 - 60℃;

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: 87120-72-7
1-(tert-butoxycarbonyl)-4-aminopiperidine

: tert-butyl 4-((6-bromo-3-nitroquinolin-4-yl)amino)piperidine-1-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 6h;	93%
With triethylamine In N,N-dimethyl-formamide at 20℃; for 3h;	55.1%

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: 98-16-8
3-trifluoromethylaniline

: 6-bromo-3-nitro-N-(3-(trifluoromethyl)phenyl)quinolin-4-amine

Conditions

Conditions	Yield
In 1,4-dioxane at 20 - 150℃; for 2h;	92%
In 1,4-dioxane at 150℃; for 0.166667h; Microwave irradiation;
In 1,4-dioxane at 150℃;

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: 186550-13-0
3-amino-1-(t-butoxycarbonyl)pyrrolidine

: tert-butyl 3-((6-bromo-3-nitroquinolin-4-yl)amino)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 6h;	92%
With triethylamine In dichloromethane at 20℃;	85%

: 193269-78-2
3-aminoazetidine-1-carboxylic acid tert-butyl ester

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: tert-butyl 3-((6-bromo-3-nitroquinolin-4-yl)amino)azetidine-1-formate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	91.09%

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: 455-14-1
4-trifluoromethylphenylamine

: 6-bromo-3-nitro-N-(4-(trifluoromethyl)phenyl)quinolin-4-amine

Conditions

Conditions	Yield
With sodium acetate; acetic acid at 20℃; for 0.5h;	91%
In 1,4-dioxane at 150℃; for 0.166667h; Microwave irradiation;

: methyl (1s,4s)-4-amino-cyclohexanecarboxylate

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: methyl (1s,4s)-4-((6-bromo-3-nitroquinolin-4-yl)amino)cyclohexanecarboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 24h;	91%

: 110-91-8
morpholine

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: 6-bromo-4-(morpholin-4-yl)-3-nitroquinoline

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 20℃; for 1.5h;	91%

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: 115279-57-7
2-(4-aminophenyl)-2-methylpropionitrile

: 915019-51-1
2-(4-((6-bromo-3-nitroquinolin-4-yl)amino)phenyl)-2-methylpropanenitrile

Conditions

Conditions	Yield
With acetic acid at 20℃; for 2h;	90%
In acetic acid at 25℃; for 0.5h;	89%
With sodium acetate; acetic acid at 20℃; for 0.5h;	86%

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: 1223003-56-2
methyl 1-(4-amino-2-(trifluoromethyl)phenyl)piperidine-4-carboxylate

: 1223003-41-5
methyl 1-(4-(6-bromo-3-nitroquinolin-4-ylamino)-2-(trifluoromethyl)phenyl)piperidine-4-carboxylate

Conditions

Conditions	Yield
In 1,4-dioxane at 20 - 85℃; Inert atmosphere;	90%

: 947673-12-3
benzyl 4-(4-aminophenyl)piperazine-1-carboxylate

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: C28H27N5O4

Conditions

Conditions	Yield
With acetic acid for 2h;	89%

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: tert-butyl (R)-3-((6-bromo-3-nitroquinolin-4-yl)amino)piperidine-1-carboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	88.6%

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: 144243-24-3
tert‐butyl 3‐aminopiperidine‐1‐carboxylate

: tert-butyl 3-((6-bromo-3-nitroquinolin-4-yl)amino)piperidine-1-carboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 2h;	88.5%

: tert-butyl 4-(4-amino-2-(trifluoromethyl)phenyl)piperazine-1-carboxylate

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: tert-butyl 4-(4-((6-bromo-3-nitroquinolin-4-yl)amino)-2-(trifluoromethyl)phenyl)piperazine-1-carboxylate

Conditions

Conditions	Yield
With sodium acetate; acetic acid at 20℃; for 0.5h;	88%

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: 875798-79-1
3-(4-aminophenyl)piperidine-1-carboxylic acid tert-butyl ester

: 3-(4-((6-bromo-3-nitroquinolin-4-yl)amino)phenyl)piperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With acetic acid at 20℃; for 3h;	87.17%

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: 10272-07-8
3,5-Dimethoxyaniline

: 6-bromo-N-(3,5-dimethoxyphenyl)-3-nitroquinolin-4-amine

Conditions

Conditions	Yield
With sodium acetate; acetic acid at 20℃; for 0.5h;	86%

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: C19H22N2O2

: C28H25BrN4O4

Conditions

Conditions	Yield
With acetic acid for 2h; Reflux;	83.6%

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: 873-74-5
4-Aminobenzonitrile

: 4-((6-bromo-3-nitroquinolin-4-yl)amino)benzonitrile

Conditions

Conditions	Yield
With sodium acetate; acetic acid at 20℃; for 0.5h;	83%
In 1,4-dioxane at 150℃; for 0.166667h; Microwave irradiation;

: 170011-57-1
tert-butyl 4-(4-aminophenyl)piperidin-1-carboxylate

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: 4-(4-((6-bromo-3-nitroquinolin-4-yl)amino)phenyl)piperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With acetic acid at 20℃; for 5h;	81.25%

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: 42726-73-8
methyl t-butyl malonate

: 1-(tert-butyl) 3-methyl 2-(6-bromo-3-nitroquinolin-4-yl)malonate

Conditions

Conditions	Yield
Stage #1: methyl t-butyl malonate With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1h; Inert atmosphere; Stage #2: 6-bromo-4-chloro-3-nitroquinoline In N,N-dimethyl-formamide; mineral oil at 20℃; for 3h; Inert atmosphere;	81%

: 723281-72-9
6-bromo-4-chloro-3-nitroquinoline

: C19H20N2O2

: C28H23BrN4O4

Conditions

Conditions	Yield
With acetic acid at 20℃; for 2h;	80%

6-Bromo-4-chloro-3-nitroquinoline Specification

The IUPAC name of this chemical is 6-bromo-4-chloro-3-nitroquinoline. With the CAS registry number 723281-72-9, it is also named as quinoline, 6-bromo-4-chloro-3-nitro-. And its molecule fomular is C₉H₄BrClN₂O₂. In addition, this chemical is white solid which is used as intermediate. Furthermore, it must be sealed in the container and avoid direct sunshine.

The other characteristics of 6-Bromo-4-chloro-3-nitroquinoline can be summarized as: (1)ACD/LogP: 4.18; (2)ACD/LogD (pH 5.5): 3; (3)ACD/LogD (pH 7.4): 3; (4)ACD/BCF (pH 5.5): 160; (5)ACD/BCF (pH 7.4): 160; (6)ACD/KOC (pH 5.5): 1317; (7)ACD/KOC (pH 7.4): 1317; (8)#H bond acceptors: 4; (9)#H bond donors: 0; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.711; (12)Molar Refractivity: 61.317 cm³; (13)Molar Volume: 156.75 cm³; (14)Polarizability: 24.308×10^-24 cm³; (15)Surface Tension: 66.19 dyne/cm; (16)Enthalpy of Vaporization: 61.182 kJ/mol; (17)Vapour Pressure: 0 mmHg at 25°C; (18)Exact Mass: 285.914468; (19)MonoIsotopic Mass: 285.914468; (20)Topological Polar Surface Area: 58.7; (21)Heavy Atom Count: 15; (22)Complexity: 261.

People can use the following data to convert to the molecule structure.
1. SMILES: O=N(=O)c1cnc2ccc(Br)cc2c1Cl;
2. InChI: InChI=1/C9H4BrClN2O2/c10-5-1-2-7-6(3-5)9(11)8(4-12-7)13(14)15/h1-4H;
3. InChIKey: KHKPVEMMXJCWGP-UHFFFAOYAL.

Product Name

6-BROMO-4-CHLORO-3-NITROQUINOLINE

Synthetic route

6-Bromo-4-chloro-3-nitroquinoline Specification

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