3-Chloro-4-fluoroaniline supplier

Name
3-Chloro-4-fluoroaniline
EINECS 206-682-8
CAS No. 367-21-5
Article Data35
CAS DataBase
Density 1.349 g/cm³
Solubility 10 g/L (20 °C) in water
Melting Point 42-44 °C(lit.)
Formula C₆H₅ClFN
Boiling Point 227.5 °C at 760 mmHg
Molecular Weight 145.564
Flash Point 99.4 °C
Transport Information UN 2811 6.1/PG 2
Appearance dark purple to black solid
Safety 36/37/39-45-26
Risk Codes 23/24/25-33-36/37/38-20/21/22
Molecular Structure
Hazard Symbols T, Xn, Xi
Synonyms Benzenamine, 3-chloro-4-fluoro-;3-chloro-4-fluoro-aniline;Aniline, 3-chloro-4-fluoro-;3-Chloro-4-fluoro-phenylamine;
PSA 26.02000
LogP 2.64250

Synthetic route

: 350-30-1
3-chloro-4-fluoronitrobenzene

: 367-21-5
3-chloro-4-fluorophenylamine

Conditions

Conditions	Yield
With hydrogen In ethanol; water at 25℃; under 760.051 Torr; for 3h; Autoclave;	99.9%
With sodium tetrahydroborate; cyclohexanediamine-Pd-β-cyclodextrin In water at 20℃; for 3h; Sealed tube;	96%
With hydrazine hydrate In ethanol at 100℃; under 760.051 Torr; for 8h; Time; Sealed tube; chemoselective reaction;	94.7%

: C14H11ClFNO2

: 367-21-5
3-chloro-4-fluorophenylamine

Conditions

Conditions	Yield
With methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate at 20℃; for 0.25h; chemoselective reaction;	86%

: 119951-96-1
(3-chloro-4-fluoro-phenyl)-carbamic acid tert-butyl ester

: 367-21-5
3-chloro-4-fluorophenylamine

Conditions

Conditions	Yield
With methanol; oxalyl dichloride at 20℃; for 2h;	80%

: 121-73-3
3-Chloronitrobenzene

A: 367-21-5
3-chloro-4-fluorophenylamine

B: 108-42-9
3-chloro-aniline

Conditions

Conditions	Yield
With Piperonyl butoxide; hydrogen fluoride Yields of byproduct given;	A 34% B n/a

: 1-(3-Chloro-4-fluoro-phenyl)-ethanone oxime

: 367-21-5
3-chloro-4-fluorophenylamine

Conditions

Conditions	Yield
(i) PCl5, (ii) aq. HCl; Multistep reaction;

: 350-46-9
4-Fluoronitrobenzene

: 367-21-5
3-chloro-4-fluorophenylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: iron-powder / Einleiten von Chlor 2: titanium (III)-chloride; water View Scheme
Multi-step reaction with 2 steps 1: Cl2, FeCl3 2: Fe, aq. NH4Cl View Scheme

: 108-42-9
3-chloro-aniline

: 367-21-5
3-chloro-4-fluorophenylamine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: hydrogenchloride; sodium nitrite / water / 0.5 h 2: trifluoromethan; fluorosulfonyl fluoride / 70 °C 3: hydrogenchloride / water / 2 h / 50 °C View Scheme

: 4-fluoro-3-chloronitrosoaniline

: 367-21-5
3-chloro-4-fluorophenylamine

Conditions

Conditions	Yield
With hydrogenchloride In water at 50℃; for 2h;

: 367-21-5
3-chloro-4-fluorophenylamine

: 87-13-8
diethyl 2-ethoxymethylenemalonate

: 70032-30-3
diethyl 2-[(3-chloro-4-fluorophenylamino)methylene]malonate

Conditions

Conditions	Yield
at 120 - 130℃; for 2h;	100%
for 0.0333333h; Gould-Jacob reaction; Irradiation;	99%
at 110℃; for 1h; Microwave irradiation;	99%

: 367-21-5
3-chloro-4-fluorophenylamine

: 24424-99-5
di-tert-butyl dicarbonate

: 119951-96-1
(3-chloro-4-fluoro-phenyl)-carbamic acid tert-butyl ester

Conditions

Conditions	Yield
Stage #1: 3-chloro-4-fluorophenylamine With triethylamine In tetrahydrofuran; water at 20℃; for 0.0833333h; Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran; water at 0 - 20℃; for 6h;	100%
With 1-butyl-3-methylimidazolium trifluoromethanesulfonimide at 30 - 35℃; for 0.25h; neat (no solvent); chemoselective reaction;	95%
In water at 30 - 35℃; for 6h;	92%

: 367-21-5
3-chloro-4-fluorophenylamine

: 162012-70-6
4-chloro-7-fluoro-6-nitroquinazoline

: 162012-67-1
N-(3-chloro-4-fluorophenyl)-7-fluoro-6-nitroquinazolin-4-amine

Conditions

Conditions	Yield
In isopropyl alcohol for 4h; Product distribution / selectivity; Reflux;	100%
With triethylamine In isopropyl alcohol for 1.5h;	100%
In isopropyl alcohol at 20℃; for 24h; Inert atmosphere;	99%

: 367-21-5
3-chloro-4-fluorophenylamine

: 492456-55-0
4-chloro-6-nitro-7-trifluoromethoxyquinoline-3-carbonitrile

: 492456-57-2
4-(3-chloro-4-fluorophenylamino)-6-nitro-7-trifluoromethoxyquinoline-3-carbonitrile

Conditions

Conditions	Yield
In isopropyl alcohol for 3.5h; Heating;	100%
In ethanol for 12h; Heating;

: 367-21-5
3-chloro-4-fluorophenylamine

: 364793-54-4
6-bromo-4-chloro-3-quinolinecarbonitrile

: 915369-04-9
6-bromo-N-(3-chloro-4-fluoro-phenyl)-quinoline-3-carbnitrile-4-amine

Conditions

Conditions	Yield
In 1,4-dioxane at 90℃; for 2h;	100%
In 1,4-dioxane at 90℃; for 2h;	100%
In 2-ethoxy-ethanol at 135℃; for 2.5h; Heating / reflux;	56%
With aniline In isopropyl alcohol at 80℃; for 24h;	38.8%
In ethanol for 12h; Heating;

: 367-21-5
3-chloro-4-fluorophenylamine

: 160893-07-2
2-chloro-5-methoxyquinoline

: N-(3-chloro-4-fluorophenyl)-5-methoxyquinolin-2-amine

Conditions

Conditions	Yield
In neat (no solvent) at 160℃;	100%

: 109-01-3
1-methyl-piperazine

: 367-21-5
3-chloro-4-fluorophenylamine

: 32315-10-9
bis(trichloromethyl) carbonate

: N-(3-chloro-4-fluorophenyl)-4-methylpiperazine-1-carboxamide

Conditions

Conditions	Yield
Stage #1: 3-chloro-4-fluorophenylamine; bis(trichloromethyl) carbonate With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; Stage #2: 1-methyl-piperazine In dichloromethane at 20℃; for 3h;	100%

...Expand

: 367-21-5
3-chloro-4-fluorophenylamine

: 2,6-dichloro-4-(pyrrolidin-1-yl)pyrido[3,4-d]pyrimidine

: 6-chloro-N-(3-chloro-4-fluorophenyl)-4-(pyrrolidin-1-yl)pyrido[3,4-d]pyrimidin-2-amine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In iso-butanol Reflux; Inert atmosphere;	100%

: 367-21-5
3-chloro-4-fluorophenylamine

: 79-04-9
chloroacetyl chloride

: 96980-64-2
N-(2-chloroacetyl)-3-chloro-4-fluoroaniline

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 25℃;	99.3%
With triethylamine In dichloromethane at 0 - 25℃;	99.3%
With pyridine In benzene for 1h; Ambient temperature;	90%

: 367-21-5
3-chloro-4-fluorophenylamine

: 230955-75-6
6-acetoxy-4-chloro-7-methoxyquinazoline

: 788136-89-0
4-((3-chloro-4-fluorophenyl)amino)-7-methoxyquinazolin-6-yl acetate

Conditions

Conditions	Yield
In isopropyl alcohol for 2h; Inert atmosphere; Reflux;	99%
With gold(I) chloride In methanol at 65℃; Reagent/catalyst; Temperature; Concentration;	93.4%
In isopropyl alcohol for 2h; Reflux;	92.5%

: 367-21-5
3-chloro-4-fluorophenylamine

: 199327-59-8
4-chloro-7-methoxy-6-(3-morpholinopropoxy)quinazoline

: 184475-35-2
gefitinib

Conditions

Conditions	Yield
With potassium hydroxide In isopropyl alcohol at 20℃;	99%
In isopropyl alcohol at 80℃; for 0.533333h; Microwave irradiation;	92%
With N,N,N,N,-tetramethylethylenediamine; nickel dichloride In tetrahydrofuran at 50℃; for 0.333333h; Concentration; Temperature; Reagent/catalyst;	92.5%

: C11H3ClF3N3O2

: 367-21-5
3-chloro-4-fluorophenylamine

: C17H7ClF4N4O2

Conditions

Conditions	Yield
In ethanol	99%

: 367-21-5
3-chloro-4-fluorophenylamine

: 214470-33-4
4-chloro-7-methoxy-6-nitro-quinoline-3-carbonitrile

: 214485-59-3
4-(3-Chloro-4-fluoro-phenylamino)-7-methoxy-6-nitro-quinoline-3-carbonitrile

Conditions

Conditions	Yield
Stage #1: 3-chloro-4-fluorophenylamine; 4-chloro-7-methoxy-6-nitro-quinoline-3-carbonitrile In isopropyl alcohol at 20℃; for 22h; Heating / reflux; Stage #2: With sodium hydrogencarbonate In water; ethyl acetate	99%
In methanol; 2-methoxy-ethanol; ethyl acetate
In methanol; 2-methoxy-ethanol; ethyl acetate

: 936954-10-8
4-chloro-7-ethoxy-6-nitroquinazoline

: 367-21-5
3-chloro-4-fluorophenylamine

: 1360430-70-1
N-(3-chloro-4-fluorophenyl)-7-ethoxy-6-nitroquinazoline-4-amine

Conditions

Conditions	Yield
With hydrogenchloride In water; isopropyl alcohol Reflux;	99%
In dichloromethane; isopropyl alcohol at 20℃;	93%
In dichloromethane; isopropyl alcohol at 20℃;	93%
In isopropyl alcohol for 1h; Reflux;	89%
With toluene-4-sulfonic acid In isopropyl alcohol at 75℃; for 5h;	76%

: 5190-68-1
4-chloroquinazoline

: 367-21-5
3-chloro-4-fluorophenylamine

: 457932-97-7
N-(3-chloro-4-fluorophenyl)quinazolin-4-amine

Conditions

Conditions	Yield
In isopropyl alcohol for 2h; Reflux;	99%
In isopropyl alcohol for 6h; Reflux;	91.6%

: 367-21-5
3-chloro-4-fluorophenylamine

: C15H13O4Pol

: C21H18ClFNO2Pol

Conditions

Conditions	Yield
Stage #1: 3-chloro-4-fluorophenylamine; C15H13O4Pol With acetic acid In dichloromethane at 20℃; for 2h; not specified; Schlenk technique; Molecular sieve; Stage #2: With sodium tris(acetoxy)borohydride at 20℃; for 17h; not specified; Schlenk technique;	99%

: 367-21-5
3-chloro-4-fluorophenylamine

: 501684-28-2
4-chloro-7-(3-chloropropoxy)-6-nitroquinoline-3-carbonitrile

: 501684-29-3
4-(3-chloro-4-fluoro-phenylamino)-7-(3-chloro-propoxy)-6-nitro-quinoline-3-carbonitrile

Conditions

Conditions	Yield
In isopropyl alcohol Heating;	98%

: 367-21-5
3-chloro-4-fluorophenylamine

: 3680-69-1
4-chloro-1H-pyrrolo[2,3-d]pyrimidine

: 346600-33-7
(3-chloro-4-fluoro-phenyl)-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-amine

Conditions

Conditions	Yield
With silver trifluoromethanesulfonate In N,N-dimethyl-formamide at 90℃;	98%

: 367-21-5
3-chloro-4-fluorophenylamine

: 933-88-0
ortho-toluoyl chloride

: N-(3-chloro-4-fluorophenyl)-2-methylbenzamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	98%

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 367-21-5
3-chloro-4-fluorophenylamine

: 6-chloro-N4-(3-chloro-4-fluorophenyl)-2-methylpyrimidine-4,5-diamine

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water at 20℃; for 16h; Reflux;	98%

: 367-21-5
3-chloro-4-fluorophenylamine

: 53449-14-2
7-chloro-6-nitro-4(3H)-quinazolinone

: 179552-73-9
4-((3-chloro-4-fluorophenyl)amino)-6-nitro-7-chloroquinazoline

Conditions

Conditions	Yield
Stage #1: 7-chloro-6-nitro-4(3H)-quinazolinone With thionyl chloride In N,N-dimethyl-formamide for 3h; Reflux; Stage #2: 3-chloro-4-fluorophenylamine In 1,4-dioxane; N,N-dimethyl-formamide at 90℃; for 1h;	98%
Stage #1: 7-chloro-6-nitro-4(3H)-quinazolinone With trichlorophosphate In acetonitrile at 80℃; for 5h; Stage #2: 3-chloro-4-fluorophenylamine In 1,4-dioxane; acetonitrile for 1h;	70%

: 367-21-5
3-chloro-4-fluorophenylamine

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 770-22-9
N-(3-chloro-4-fluoro-phenyl)-formamide

Conditions

Conditions	Yield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In ethyl acetate at 80℃; for 5.5h; Concentration; Inert atmosphere;	98%

: 367-21-5
3-chloro-4-fluorophenylamine

: 471-25-0
Propiolic acid

: N-(3-chloro-4-fluorophenyl)prop-2-ynamide

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 5℃; for 1h;	98%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at -20 - 20℃; for 12h;

: 64-18-6
formic acid

: 367-21-5
3-chloro-4-fluorophenylamine

: 770-22-9
N-(3-chloro-4-fluoro-phenyl)-formamide

Conditions

Conditions	Yield
at 80℃; for 3.5h;	97.7%
for 16h; Reflux;	93%
With zinc(II) chloride at 70℃; for 1.33333h; neat (no solvent);	92%

: 367-21-5
3-chloro-4-fluorophenylamine

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: N'-(3-chloro-4-fluorophenyl)-N,N-dimethylmethanimidamide

Conditions

Conditions	Yield
With acetic anhydride In toluene at 105 - 110℃; for 3h; Time; Reagent/catalyst;	97.4%

: 367-21-5
3-chloro-4-fluorophenylamine

: 1007586-71-1
isopropyl α-methyl α-diazoacetate

: 62836-63-9
(R)-isopropyl 2-(3-chloro-4-fluorophenylamino)propionate

Conditions

Conditions	Yield
With tetrakis(actonitrile)copper(I) hexafluorophosphate; C35H30N2O2; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In dichloromethane at 25℃; for 2h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	97%

: 367-21-5
3-chloro-4-fluorophenylamine

: 2-amino-5-hydroxy-4-methoxybenzonitrile

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: 184475-71-6
4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline

Conditions

Conditions	Yield
With acetic acid In toluene at 65℃; for 7h; Solvent; Temperature; Concentration; Reagent/catalyst; Inert atmosphere;	97%

...Expand

: 367-21-5
3-chloro-4-fluorophenylamine

: 100-51-6
benzyl alcohol

: 131776-32-4
N-(3-chloro-4-fluorophenyl)-benzenemethanamine

Conditions

Conditions	Yield
With palladium nanoparticles embedded in the solid matrix of tetrabutylammonium bromide synthetized in supercritical carbon dioxide at 140℃; Sealed tube; Inert atmosphere; Green chemistry;	97%

: 98556-31-1
4-chloro-6-iodoquinazoline

: 367-21-5
3-chloro-4-fluorophenylamine

: 578737-95-8
4-((3-chloro-4-fluorophenyl)amino)-6-iodoquinazoline

Conditions

Conditions	Yield
In isopropyl alcohol at 80℃; for 2h;	96%
In isopropyl alcohol at 80℃; for 2h;	96.3%
With triethylamine In isopropyl alcohol at 20℃; for 9h; Reflux;	95%
In tetrahydrofuran for 1h; Reflux;	60%
In isopropyl alcohol

3-Chloro-4-fluoroaniline Chemical Properties

Molecular Structure:

Molecular Formula: C₆H₅ClFN
Molecular Weight: 145.562
IUPAC Name: 3-Chloro-4-fluoroaniline
Synonyms of 3-Chloro-4-fluoroaniline (CAS NO.367-21-5): Aniline, 3-chloro-4-fluoro- ; EINECS 206-682-8 ; NSC 10290 ; Benzenamine, 3-chloro-4-fluoro-
CAS NO: 367-21-5
Product Categories: Drug Intermediates ; Anilines, Aromatic Amines and Nitro Compounds ; Fluorobenzene ; C2 to C6 ; Nitrogen Compounds ; ChloroChemical Class ; FluoroMore...Close... ; Alpha Sort ; Amines ; Analytical Standards ; AromaticsChemical Class ; AromaticsVolatiles/ Semivolatiles ; C ; CAlphabetic ; CHChemical Class ; Chemical Class ; Halogenated ; Aniline series
Melting point: 42-44 °C
Index of Refraction: 1.569
Molar Refractivity: 35.37 cm³
Molar Volume: 107.8 cm³
Surface Tension: 42.9 dyne/cm
Density: 1.349 g/cm³
Flash Point: 99.4 °C
Enthalpy of Vaporization: 46.41 kJ/mol
Boiling Point: 227.5 °C at 760 mmHg
Vapour Pressure: 0.0773 mmHg at 25°C

3-Chloro-4-fluoroaniline Uses

3-Chloro-4-fluoroaniline (CAS NO.367-21-5) is used as the important intermediates for Norfloxacin Synthesis.

3-Chloro-4-fluoroaniline Safety Profile

Safety Information about 3-Chloro-4-fluoroaniline (CAS NO.367-21-5):
Hazard Codes: T,Xi,Xn
Risk Statements:
R23/24/25: Toxic by inhalation, in contact with skin and if swallowed
R33: Danger of cumulative effects
R36/37/38: Irritating to eyes, respiratory system and skin
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed
Safety Statements:
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
S45:I n case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: UN 2811 6.1/PG 2

Product Name

3-Chloro-4-fluoroaniline

Synthetic route

3-Chloro-4-fluoroaniline Chemical Properties

3-Chloro-4-fluoroaniline Uses

3-Chloro-4-fluoroaniline Safety Profile

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