3-Fluoro-4-iodoaniline supplier

Name
3-Fluoro-4-iodoaniline
EINECS 690-811-1
CAS No. 656-66-6
Article Data6
CAS DataBase
Density 2.009 g/cm³
Solubility Slightly soluble in water (228.3 mg/L at 25°C).
Melting Point 76-77 °C
Formula C₆H₅FIN
Boiling Point 273.722 °C at 760 mmHg
Molecular Weight 237.015
Flash Point 119.343 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Aniline,3-fluoro-4-iodo- (7CI,8CI);
PSA 26.02000
LogP 2.59370

Synthetic route

: 372-19-0
meta-fluoroaniline

A: 656-66-6
3-fluoro-4-iodoaniline

B: 5-fluoro-2,4-diiodoaniline

C: 5-fluoro-2-iodoaniline

Conditions

Conditions	Yield
With iodine; sodium hydrogencarbonate In water at 20℃; for 0.5h;	A 74% B 6% C 4%

...Expand

: 372-19-0
meta-fluoroaniline

: 656-66-6
3-fluoro-4-iodoaniline

Conditions

Conditions	Yield
With iron(III) chloride; N-iodo-succinimide; 1-butyl-3-methylimidazolium trifluoromethanesulfonimide at 20℃; for 2h; Inert atmosphere;	62%
With iodine; sodium hydrogencarbonate In water at 20℃; for 3h;	62%
With sodium periodate; sulfuric acid; iodine In acetic acid at 80℃; for 4h;	50%
With iodine; mercury(II) oxide In ethanol
With iodine; sodium hydrogencarbonate In water at 20℃;

: 656-66-6
3-fluoro-4-iodoaniline

: 1066-54-2
trimethylsilylacetylene

: 3-fluoro-4-[(trimethylsilyl)ethynyl]aniline

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In triethylamine at 20℃; for 46h; Sonogashira Cross-Coupling; Schlenk technique; Inert atmosphere;	97%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 20℃; for 21h; Sonogashira Cross-Coupling; Inert atmosphere;

: 656-66-6
3-fluoro-4-iodoaniline

: 2996-92-1
phenyl trimethylsiloxane

: 2-fluoro-1,1'-biphenyl-4-amine

Conditions

Conditions	Yield
With sodium hydroxide In ethylene glycol at 100℃; for 2h; Hiyama Coupling;	92%

: 1191-95-3
cyclobutanone

: 656-66-6
3-fluoro-4-iodoaniline

: N-cyclobutyl-3-fluoro-4-iodoaniline

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; for 2h;	70%

: 656-66-6
3-fluoro-4-iodoaniline

: 67-64-1
acetone

: 3-fluoro-4-iodo-N-isopropylaniline

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; for 2h;	70%

: 613-90-1
benzoyl cyanide

: 656-66-6
3-fluoro-4-iodoaniline

: N-(4-cyano-3-fluorophenyl)benzamide

Conditions

Conditions	Yield
With copper(I) oxide In dimethyl sulfoxide at 130℃; for 10h;	65%

: 656-66-6
3-fluoro-4-iodoaniline

: 320592-15-2
1,4-anhydro-3,5-di-O-benzyl-2-deoxy-L-erythro-pent-1-enitol

: 320592-21-0
4-(5-((benzyloxy)methyl)-4-(benzyloxy)-2,5-dihydro-β-L-furan-2-yl)-3-fluoroaniline

Conditions

Conditions	Yield
With triphenyl-arsane; triethylamine; palladium diacetate In acetonitrile at 70℃; for 24h;	57%

: 656-66-6
3-fluoro-4-iodoaniline

: 115-19-5
2-methyl-but-3-yn-2-ol

: 4-(4-amino-2-fluorophenyl)-2-methylbut-3-yn-2-ol

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In acetonitrile at 20 - 60℃; for 1.5h; Sonogashira Cross-Coupling; Inert atmosphere;	54%

: 656-66-6
3-fluoro-4-iodoaniline

: 127099-85-8, 780722-26-1
N-Cyanoguanidine

: 1-carbamimidamido-N-(3-fluoro-4-iodophenyl)methanimidamide hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In water at 100℃; for 18h; Inert atmosphere; Sealed tube;	54%

: 6746-94-7
Cyclopropylacetylene

: 656-66-6
3-fluoro-4-iodoaniline

: 1255041-93-0
4-(cyclopropylethynyl)-3-fluoroaniline

Conditions

Conditions	Yield
With triethylamine; copper(l) iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In tetrahydrofuran at -5 - 20℃; Inert atmosphere;	45%

: 656-66-6
3-fluoro-4-iodoaniline

: 4-methyl-1-((2-(piperidin-1-yl)thiazol-4-yl)methyl)-1H-pyrrole-2-carboxylic acid

: N-(3-fluoro-4-iodophenyl)-4-methyl-1-((2-(piperidin-1-yl)thiazol-4-yl)methyl)-1H-pyrrole-2-carboxamide

Conditions

Conditions	Yield
With triethylamine; HATU In N,N-dimethyl-formamide at 70℃; for 16h;	41%

: 656-66-6
3-fluoro-4-iodoaniline

: 108-24-7
acetic anhydride

: 705-80-6
N-(3-fluoro-4-iodophenyl)acetamide

Conditions

Conditions	Yield
In diethyl ether

: 656-66-6
3-fluoro-4-iodoaniline

: 173327-56-5
3,5-bis-O,O-(tert-butyldimethylsilyl)-1,2-didehydro-1,2-dideoxy-D-ribofuranose

: (2R,5R)-5-(4-Amino-2-fluoro-phenyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-dihydro-furan-3-one

Conditions

Conditions	Yield
With triphenyl-arsane; palladium diacetate; triethylamine In acetonitrile at 60℃; for 20h;

: 656-66-6
3-fluoro-4-iodoaniline

: 307306-09-8
3-fluoro-4-(β-D-glycero-pentofuran-3-ulos-1-yl)aniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: palladium acetate; Ph3As; Et3N / acetonitrile / 20 h / 60 °C 2: n-Bu4NF / acetonitrile / 2 h / 25 °C View Scheme

: 656-66-6
3-fluoro-4-iodoaniline

: 3-fluoro-4-[1-(2-deoxy-β-D-ribofuranosyl)]aniline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: palladium acetate; Ph3As; Et3N / acetonitrile / 20 h / 60 °C 2: n-Bu4NF / acetonitrile / 2 h / 25 °C 3: 75 percent / NaB(OAc)3H / acetonitrile / 2 h / 0 °C View Scheme

hydrated copper sulfate: hydrated copper sulfate

: 75-17-2
formaldoxime

: 656-66-6
3-fluoro-4-iodoaniline

: 3-Fluoro-4-iodobenzaldoxime

Conditions

Conditions	Yield
With hydrogenchloride; hydroxylamine hydrochloride; sodium acetate; sodium sulfite; sodium nitrite; paraformaldehyde In methanol; dichloromethane; water

...Expand

: 656-66-6
3-fluoro-4-iodoaniline

: 2-ethynyl-5-isopropyl-3-(4-methylpiperazin-1-yl)-11-oxo-6,11-dihydro-5H-indolo[2,3-b] quinoline-8-carbonitrile

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 2 h / 20 °C 2.1: 1,4-diaza-bicyclo[2.2.2]octane; N-chloro-succinimide / dichloromethane / 2 h / 0 °C 2.2: 2 h / 20 °C 3.1: copper(l) iodide; diethylamine; bis-triphenylphosphine-palladium(II) chloride / 80 °C / Inert atmosphere 4.1: diphenylether / 3 h / Reflux 5.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 48 h / 120 - 140 °C View Scheme

Yield

Multi-step reaction with 5 steps
1.1: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 2 h / 20 °C
2.1: 1,4-diaza-bicyclo[2.2.2]octane; N-chloro-succinimide / dichloromethane / 2 h / 0 °C
2.2: 2 h / 20 °C
3.1: copper(l) iodide; diethylamine; bis-triphenylphosphine-palladium(II) chloride / 80 °C / Inert atmosphere
4.1: diphenylether / 3 h / Reflux
5.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 48 h / 120 - 140 °C
View Scheme

: 656-66-6
3-fluoro-4-iodoaniline

: methyl 6-cyano-2-((3-fluoro-4-iodophenyl)(isopropyl)amino)-1H-indole-3-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 2 h / 20 °C 2.1: 1,4-diaza-bicyclo[2.2.2]octane; N-chloro-succinimide / dichloromethane / 2 h / 0 °C 2.2: 2 h / 20 °C View Scheme

: 656-66-6
3-fluoro-4-iodoaniline

: methyl 6-cyano-2-((3-fluoro-4-(2-(trimethylsilyl)ethynyl)phenyl)(isopropyl)amino)-1H-indole-3-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 2 h / 20 °C 2.1: 1,4-diaza-bicyclo[2.2.2]octane; N-chloro-succinimide / dichloromethane / 2 h / 0 °C 2.2: 2 h / 20 °C 3.1: copper(l) iodide; diethylamine; bis-triphenylphosphine-palladium(II) chloride / 80 °C / Inert atmosphere View Scheme

: 656-66-6
3-fluoro-4-iodoaniline

: 2-(trimethylsilyl)ethynyl-3-fluoro-5-isopropyl-11-oxo-6,11-dihydro-5H-indolo[2,3-b]quinoline-8-carbonitrile

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 2 h / 20 °C 2.1: 1,4-diaza-bicyclo[2.2.2]octane; N-chloro-succinimide / dichloromethane / 2 h / 0 °C 2.2: 2 h / 20 °C 3.1: copper(l) iodide; diethylamine; bis-triphenylphosphine-palladium(II) chloride / 80 °C / Inert atmosphere 4.1: diphenylether / 3 h / Reflux View Scheme

: 656-66-6
3-fluoro-4-iodoaniline

: 5-cyclobutyl-2-ethynyl-3-(4-methylpiperazin-1-yl)-11-oxo-6,11-dihydro-5H-indolo[2,3-b] quinoline-8-carbonitrile

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 2 h / 20 °C 2.1: 1,4-diaza-bicyclo[2.2.2]octane; N-chloro-succinimide / dichloromethane / 2 h / 0 °C 2.2: 2 h / 20 °C 3.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / diethylamine / 80 °C / Inert atmosphere 4.1: diphenylether / 3 h / Reflux 5.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 48 h / 120 - 140 °C View Scheme

Yield

Multi-step reaction with 5 steps
1.1: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 2 h / 20 °C
2.1: 1,4-diaza-bicyclo[2.2.2]octane; N-chloro-succinimide / dichloromethane / 2 h / 0 °C
2.2: 2 h / 20 °C
3.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / diethylamine / 80 °C / Inert atmosphere
4.1: diphenylether / 3 h / Reflux
5.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 48 h / 120 - 140 °C
View Scheme

: 656-66-6
3-fluoro-4-iodoaniline

: methyl 6-cyano-2-(cyclobutyl(3-fluoro-4-iodophenyl)amino)-1H-indole-3-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 2 h / 20 °C 2.1: 1,4-diaza-bicyclo[2.2.2]octane; N-chloro-succinimide / dichloromethane / 2 h / 0 °C 2.2: 2 h / 20 °C View Scheme

: 656-66-6
3-fluoro-4-iodoaniline

: methyl 6-cyano-2-(cyclobutyl(3-fluoro-4-((trimethylsilyl)ethynyl)phenyl)amino)-1H-indole-3-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 2 h / 20 °C 2.1: 1,4-diaza-bicyclo[2.2.2]octane; N-chloro-succinimide / dichloromethane / 2 h / 0 °C 2.2: 2 h / 20 °C 3.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / diethylamine / 80 °C / Inert atmosphere View Scheme

: 656-66-6
3-fluoro-4-iodoaniline

: 5-cyclobutyl-2-(trimethylsilyl)ethynyl-3-fluoro-11-oxo-6,11-dihydro-5H-indolo[2,3-b]quinoline-8-carbonitrile

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 2 h / 20 °C 2.1: 1,4-diaza-bicyclo[2.2.2]octane; N-chloro-succinimide / dichloromethane / 2 h / 0 °C 2.2: 2 h / 20 °C 3.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / diethylamine / 80 °C / Inert atmosphere 4.1: diphenylether / 3 h / Reflux View Scheme

: 656-66-6
3-fluoro-4-iodoaniline

: 4-ethynyl-3-fluoroaniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 21 h / 20 °C / Inert atmosphere 2: potassium carbonate; methanol / 0.5 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride / acetonitrile / 1.5 h / 20 - 60 °C / Inert atmosphere 2: potassium hydroxide / benzene / 4 h / 20 °C / Reflux View Scheme

: 656-66-6
3-fluoro-4-iodoaniline

: 4-(cyclopropylbuta-1,3-diyn-1-yl)-3-fluoroaniline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: triethylamine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 21 h / 20 °C / Inert atmosphere 2: potassium carbonate; methanol / 0.5 h / 20 °C 3: copper(l) iodide; nickel(II) chloride hexahydrate; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran / 24 h / 20 °C View Scheme

: 656-66-6
3-fluoro-4-iodoaniline

: C17H16FNO3

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: triethylamine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 21 h / 20 °C / Inert atmosphere 2: potassium carbonate; methanol / 0.5 h / 20 °C 3: copper(l) iodide; nickel(II) chloride hexahydrate; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran / 24 h / 20 °C 4: lithium trifluoromethanesulfonate / acetonitrile / 21 h / 60 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 4 steps
1: triethylamine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 21 h / 20 °C / Inert atmosphere
2: potassium carbonate; methanol / 0.5 h / 20 °C
3: copper(l) iodide; nickel(II) chloride hexahydrate; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran / 24 h / 20 °C
4: lithium trifluoromethanesulfonate / acetonitrile / 21 h / 60 °C / Inert atmosphere
View Scheme

: 656-66-6
3-fluoro-4-iodoaniline

: (S)-methyl 3-(4-(cyclopropylbuta-1,3-diyn-1-yl)-3-fluorophenyl)oxazolidin-2-one-5-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: triethylamine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 21 h / 20 °C / Inert atmosphere 2: potassium carbonate; methanol / 0.5 h / 20 °C 3: copper(l) iodide; nickel(II) chloride hexahydrate; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran / 24 h / 20 °C 4: lithium trifluoromethanesulfonate / acetonitrile / 21 h / 60 °C / Inert atmosphere 5: acetonitrile / 3 h / 65 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 5 steps
1: triethylamine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 21 h / 20 °C / Inert atmosphere
2: potassium carbonate; methanol / 0.5 h / 20 °C
3: copper(l) iodide; nickel(II) chloride hexahydrate; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran / 24 h / 20 °C
4: lithium trifluoromethanesulfonate / acetonitrile / 21 h / 60 °C / Inert atmosphere
5: acetonitrile / 3 h / 65 °C / Inert atmosphere
View Scheme

: 656-66-6
3-fluoro-4-iodoaniline

: (S)-3-(4-(cyclopropylbuta-1,3-diyn-1-yl)-3-fluorophenyl)-N-hydroxyoxazolidin-2-one-5-carboxamide

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: triethylamine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 21 h / 20 °C / Inert atmosphere 2: potassium carbonate; methanol / 0.5 h / 20 °C 3: copper(l) iodide; nickel(II) chloride hexahydrate; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran / 24 h / 20 °C 4: lithium trifluoromethanesulfonate / acetonitrile / 21 h / 60 °C / Inert atmosphere 5: acetonitrile / 3 h / 65 °C / Inert atmosphere 6: hydroxylamine / tetrahydrofuran; isopropyl alcohol; water / 3 h / 20 °C View Scheme

Yield

Multi-step reaction with 6 steps
1: triethylamine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 21 h / 20 °C / Inert atmosphere
2: potassium carbonate; methanol / 0.5 h / 20 °C
3: copper(l) iodide; nickel(II) chloride hexahydrate; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran / 24 h / 20 °C
4: lithium trifluoromethanesulfonate / acetonitrile / 21 h / 60 °C / Inert atmosphere
5: acetonitrile / 3 h / 65 °C / Inert atmosphere
6: hydroxylamine / tetrahydrofuran; isopropyl alcohol; water / 3 h / 20 °C
View Scheme

3-Fluoro-4-iodoaniline Chemical Properties

Molecular Structure of 3-Fluoro-4-iodoaniline(656-66-6):

IUPAC Name:3-fluoro-4-iodoaniline
Molecular Formula:C₆H₅FIN
Molecular Weight:237.013473 g/mol
Density:2.008 g/cm³
Flash Point:119.3 °C
Enthalpy of Vaporization:51.21 kJ/mol
Boiling Point:273.7 °C at 760 mmHg
Vapour Pressure:0.00564 mmHg at 25 °C
Water Solubility:228.3 mg/L at 25 °C
Synonyms of 3-Fluoro-4-iodoaniline(656-66-6):
3-FLUORO-4-IODOANILINE;3-Fluoro-4-iodobenzenamine
Categories of 3-Fluoro-4-iodoaniline(656-66-6):
Aniline;Anilines, Amides & Amines;Fluorine Compounds;Iodine Compounds

Product Name

3-Fluoro-4-iodoaniline

Synthetic route

3-Fluoro-4-iodoaniline Chemical Properties

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