2,3-difluoroanilline
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen; triethylamine In methanol at 50℃; for 3h; | 98% |
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen; triethylamine In methanol at 50℃; for 2.5h; Temperature; | 93% |
2,3-difluoroanilline
Conditions | Yield |
---|---|
With hydrogenchloride In water for 1h; Reflux; | 89.1% |
2,3-difluoroanilline
Conditions | Yield |
---|---|
Stage #1: 1-(6-amino-2,3-difluorophenyl)pyrrolidine-2,5-dione With sulfuric acid; acetic acid; sodium nitrite at 5℃; for 0.5h; Stage #2: With ethanol; zinc for 1.5h; Reflux; | 83.6% |
Multi-step reaction with 2 steps 1.1: sodium nitrite; sulfuric acid; acetic acid / 0.5 h / 5 °C 1.2: 1 h / 50 °C 2.1: hydrogenchloride / water / 1 h / Reflux View Scheme |
Conditions | Yield |
---|---|
With ammonium hydroxide; cesium fluoride; copper(I) oxide 1.) N,N'-dimethylethyleneurea, 250 deg C (bomb), 12 h, 2.) 170 deg C (bomb), 24 h; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given; | |
With ammonium hydroxide; cesium fluoride; copper(I) oxide 1.) N,N'-dimethylethyleneurea, 250 deg C (bomb), 12 h, 2.) 160 deg C (bomb), 24 h; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given; |
Conditions | Yield |
---|---|
With hydrogen; sodium formate; palladium on charcoal |
difluorodichlorobenzene
1-chloro-3,5-difluorobenzene
3,4,5-trichloro-2,6-difluoronitrobenzene
1,2,4-trichloro-3,5-difluoronitrobenzene
2,3-difluoroanilline
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid; sodium acetate; chlorine; aluminium trichloride; palladium on charcoal In methanol; dichloromethane |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: iron; bromine / 4.83 h / 20 - 50 °C 2: sulfuric acid; nitric acid / water / 1.5 h / 20 - 35 °C 3: palladium 10% on activated carbon; hydrogen; triethylamine / methanol / 2.5 h / 50 °C View Scheme | |
Multi-step reaction with 4 steps 1: iron; bromine / 4.83 h / 20 - 50 °C 2: sulfuric acid; nitric acid / water / 1.5 h / 20 - 35 °C 3: iron; calcium chloride; ethanol; water / 3.2 h / 55 °C 4: palladium 10% on activated carbon; hydrogen; triethylamine / methanol / 3 h / 50 °C View Scheme |
1,2-difluoro-4,5-dibromobenzene
2,3-difluoroanilline
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sulfuric acid; nitric acid / water / 1.5 h / 20 - 35 °C 2: palladium 10% on activated carbon; hydrogen; triethylamine / methanol / 2.5 h / 50 °C View Scheme | |
Multi-step reaction with 3 steps 1: sulfuric acid; nitric acid / water / 1.5 h / 20 - 35 °C 2: iron; calcium chloride; ethanol; water / 3.2 h / 55 °C 3: palladium 10% on activated carbon; hydrogen; triethylamine / methanol / 3 h / 50 °C View Scheme |
A
2,3-difluoroanilline
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen; triethylamine In methanol at 45℃; for 4.2h; Temperature; |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: iron(III) chloride; chlorine / 9 h / 48 - 54 °C 2: sulfuric acid; nitric acid / water / 7 h / 20 - 26 °C 3: palladium 10% on activated carbon; hydrogen; triethylamine / methanol / 4.2 h / 45 °C View Scheme |
A
2,3-difluoroanilline
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sulfuric acid; nitric acid / water / 7 h / 20 - 26 °C 2: palladium 10% on activated carbon; hydrogen; triethylamine / methanol / 4.2 h / 45 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 20 °C 2.1: hydrogen; palladium 10% on activated carbon / methanol / 4 h / 20 °C / Inert atmosphere 3.1: sodium nitrite; sulfuric acid; acetic acid / 0.5 h / 5 °C 3.2: 1.5 h / Reflux View Scheme | |
Multi-step reaction with 4 steps 1.1: ammonium hydroxide / ethanol / 8 h / 20 °C 2.1: toluene-4-sulfonic acid / 5,5-dimethyl-1,3-cyclohexadiene / 7 h / Dean-Stark; Reflux 3.1: hydrogen; palladium 10% on activated carbon / methanol / 4 h / 20 °C / Inert atmosphere 4.1: sodium nitrite; sulfuric acid; acetic acid / 0.5 h / 5 °C 4.2: 1.5 h / Reflux View Scheme | |
Multi-step reaction with 4 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 20 °C 2.1: hydrogen; palladium 10% on activated carbon / methanol / 4 h / 20 °C / Inert atmosphere 3.1: sodium nitrite; sulfuric acid; acetic acid / 0.5 h / 5 °C 3.2: 1 h / 50 °C 4.1: hydrogenchloride / water / 1 h / Reflux View Scheme | |
Multi-step reaction with 5 steps 1.1: ammonium hydroxide / ethanol / 8 h / 20 °C 2.1: toluene-4-sulfonic acid / 5,5-dimethyl-1,3-cyclohexadiene / 7 h / Dean-Stark; Reflux 3.1: hydrogen; palladium 10% on activated carbon / methanol / 4 h / 20 °C / Inert atmosphere 4.1: sodium nitrite; sulfuric acid; acetic acid / 0.5 h / 5 °C 4.2: 1 h / 50 °C 5.1: hydrogenchloride / water / 1 h / Reflux View Scheme |
2-amino-3,4-difluoronitro-benzene
2,3-difluoroanilline
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: toluene-4-sulfonic acid / 5,5-dimethyl-1,3-cyclohexadiene / 7 h / Dean-Stark; Reflux 2.1: hydrogen; palladium 10% on activated carbon / methanol / 4 h / 20 °C / Inert atmosphere 3.1: sodium nitrite; sulfuric acid; acetic acid / 0.5 h / 5 °C 3.2: 1.5 h / Reflux View Scheme | |
Multi-step reaction with 4 steps 1.1: toluene-4-sulfonic acid / 5,5-dimethyl-1,3-cyclohexadiene / 7 h / Dean-Stark; Reflux 2.1: hydrogen; palladium 10% on activated carbon / methanol / 4 h / 20 °C / Inert atmosphere 3.1: sodium nitrite; sulfuric acid; acetic acid / 0.5 h / 5 °C 3.2: 1 h / 50 °C 4.1: hydrogenchloride / water / 1 h / Reflux View Scheme |
2,3-difluoroanilline
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: hydrogen; palladium 10% on activated carbon / methanol / 4 h / 20 °C / Inert atmosphere 2.1: sodium nitrite; sulfuric acid; acetic acid / 0.5 h / 5 °C 2.2: 1.5 h / Reflux View Scheme | |
Multi-step reaction with 3 steps 1.1: hydrogen; palladium 10% on activated carbon / methanol / 4 h / 20 °C / Inert atmosphere 2.1: sodium nitrite; sulfuric acid; acetic acid / 0.5 h / 5 °C 2.2: 1 h / 50 °C 3.1: hydrogenchloride / water / 1 h / Reflux View Scheme |
2,3-difluoroanilline
potassium ethyl xanthogenate
2-mercapto-7-fluorobenzothiazole
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 4h; Inert atmosphere; Heating; | 100% |
In N,N-dimethyl-formamide at 100℃; for 4h; Inert atmosphere; | 100% |
In N,N-dimethyl-formamide at 160℃; for 4h; | 89% |
2-(3-((7-(benzyloxy)quinazolin-4-yl)amino)-1H-pyrazol-5-yl)acetic acid
2,3-difluoroanilline
2-(3-{[7-(benzyloxy)quinazolin-4-yl]amino}-1H-pyrazol-5-yl)-N-(2,3-difluorophenyl)acetamide
Conditions | Yield |
---|---|
With pyridine; trichlorophosphate at 0 - 20℃; for 2h; | 100% |
2,3-difluoroanilline
4-bromo-2,3-difluoro-aniline
Conditions | Yield |
---|---|
With N-Bromosuccinimide In N,N-dimethyl-formamide for 1h; Cooling with ice; | 100% |
With N-Bromosuccinimide In N,N-dimethyl-formamide at 0℃; for 1h; | 97% |
With N-Bromosuccinimide In acetonitrile at 35℃; for 2h; | 68% |
2,3-difluoroanilline
2,3-difluorobenzenesulphonyl chloride
Conditions | Yield |
---|---|
Stage #1: 2,3-difluoroanilline With hydrogenchloride; sodium nitrite In water at -5 - 0℃; for 0.166667h; Ice/NaCl; Stage #2: With thionyl chloride; copper(l) chloride In water at -5℃; for 0.5h; | 98% |
With hydrogenchloride; acetic acid; mercury; sodium nitrite; copper(I) chloride In water | |
Stage #1: 2,3-difluoroanilline With hydrogenchloride; sodium nitrite In water at -10℃; for 0.666667h; Stage #2: With hydrogenchloride; sulfur dioxide; copper(l) chloride In water; acetic acid at 0℃; | |
Stage #1: 2,3-difluoroanilline With hydrogenchloride; acetic acid; sodium nitrite In water at -5℃; Stage #2: With sulfur dioxide; copper(l) chloride In water for 0.25h; Cooling with ice; | |
Stage #1: 2,3-difluoroanilline With hydrogenchloride; sodium nitrite In water at -10℃; for 0.666667h; Stage #2: With sulfur dioxide; copper(l) chloride In water; acetic acid at 0℃; |
1-methanesulfonyl-1H-pyrrole-2,4-dicarboxylic acid 2-methyl ester
2,3-difluoroanilline
4-(2,3-difluoro-phenylcarbamoyl)-1-methanesulfonyl-1H-pyrrole-2-carboxylic acid methyl ester
Conditions | Yield |
---|---|
Stage #1: 1-methanesulfonyl-1H-pyrrole-2,4-dicarboxylic acid 2-methyl ester With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 1h; Stage #2: 2,3-difluoroanilline With triethylamine In dichloromethane for 1h; | 98% |
4-chloro-3-formylcoumarin
2,3-difluoroanilline
7,8-difluoro-4-(2-hydroxyphenyl)quinoline-3-carboxylic acid
Conditions | Yield |
---|---|
With sulfuric acid In methanol at 20℃; for 0.0833333h; | 98% |
Conditions | Yield |
---|---|
In diethylene glycol dimethyl ether at 130℃; for 15h; | 97.9% |
2,3-difluoroanilline
2-(4-nitro-1H-pyrazol-1-yl)acetic acid
N-(2,3-difluorophenyl)-2-(4-nitro-1H-pyrazol-1-yl)acetamide
Conditions | Yield |
---|---|
With pyridine; trichlorophosphate In dichloromethane for 2h; | 97% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 2h; Heating; | 96% |
In 1-methyl-pyrrolidin-2-one at 120℃; |
ethylxanthogenate
2,3-difluoroanilline
2-mercapto-7-fluorobenzothiazole
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 120℃; for 2h; | 96% |
2,3-difluoroanilline
aminosulfonic acid
acrylic acid
2,4-Difluorocinnamic acid
Conditions | Yield |
---|---|
With sulfuric acid; sodium nitrite; palladium diacetate In water | 95% |
4-chloro-3-formylcoumarin
2,3-difluoroanilline
10,11-difluoro-6H-chromeno[4,3-b]quinolin-6-one
Conditions | Yield |
---|---|
In ethanol at 20℃; for 0.25h; ultrasound irradiation; | 94% |
In methanol at 20℃; for 0.15h; ultrasound irradiation; | 92% |
With Amberlyst-15 In ethanol for 2h; Reflux; Inert atmosphere; | 78% |
2,3-difluoroanilline
Conditions | Yield |
---|---|
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In dichloromethane; ethyl acetate at 20℃; for 17h; | 92% |
2,3-difluoroanilline
Conditions | Yield |
---|---|
With chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); sodium t-butanolate In 1,4-dioxane at 90℃; for 0.75h; Buchwald-Hartwig Coupling; Microwave irradiation; | 92% |
Conditions | Yield |
---|---|
Stage #1: 2,3-difluoroanilline; glycerol With sulfuric acid; sodium iodide at 150 - 180℃; for 4h; Stage #2: With sodium hydroxide In water at 60 - 70℃; | 91% |
Stage #1: 2,3-difluoroanilline With sulfuric acid at 0 - 20℃; for 1h; Stage #2: glycerol With sodium iodide at 150 - 180℃; for 3h; | 91% |
With sulfuric acid; sodium 3-nitrobenzenesulfonate at 140℃; for 4h; Condensation; cyclization; | 86% |
With sulfuric acid; sodium 3-nitrobenzenesulfonate In water at 135℃; | |
Stage #1: 2,3-difluoroanilline; glycerol With sulfuric acid; sodium 3-nitrobenzenesulfonate In water at 135℃; for 3.5h; Stage #2: With sodium hydroxide In water at 0 - 20℃; |
2,3-difluoroanilline
2-Bromoacetyl bromide
2-bromo-N-(2,3-difluorophenyl)acetamide
Conditions | Yield |
---|---|
With sodium hydroxide In diethyl ether at 5 - 20℃; for 1h; | 91% |
With sodium hydroxide In diethyl ether; water at 5 - 20℃; for 1.33333h; | 91% |
With potassium carbonate In dichloromethane for 5h; | |
With potassium carbonate In dichloromethane for 5h; |
2,3-difluoroanilline
Conditions | Yield |
---|---|
With chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); sodium t-butanolate In 1,4-dioxane at 90℃; for 0.75h; Buchwald-Hartwig Coupling; Inert atmosphere; Microwave irradiation; Sealed tube; | 91% |
2,3-difluoroanilline
1,2,3-thiadiazole-5-carbonyl azide
Conditions | Yield |
---|---|
In toluene Heating; | 90% |
2,3-difluoroanilline
chloroacetyl chloride
2-chloro-N-(2,3-difluorophenyl)acetamide
Conditions | Yield |
---|---|
With sodium hydroxide In diethyl ether; water at 5 - 20℃; for 1.33333h; | 90% |
With sodium hydroxide In diethyl ether; water at 5 - 20℃; for 1.33333h; | 90% |
Stage #1: 2,3-difluoroanilline With sodium hydrogencarbonate In chloroform at 20℃; for 0.25h; Stage #2: chloroacetyl chloride In chloroform at 20℃; for 2h; |
2,3-difluoroanilline
3-methyl-4-nitro-benzoyl chloride
N-(2,3-difluoro-phenyl)-3-methyl-4-nitro-benzamide
Conditions | Yield |
---|---|
With pyridine for 1h; Heating; | 89% |
2-(3-((7-(3-chloropropoxy)quinazolin-4-yl)amino)-1H-pyrazol-5-yl)acetic acid
2,3-difluoroanilline
2-(5-{[7-(3-chloropropoxy)quinazolin-4-yl]amino}-2H-pyrazol-3-yl)-N-(2,3-difluorophenyl)acetamide
Conditions | Yield |
---|---|
With pyridine; trichlorophosphate at 0 - 20℃; | 89% |
With pyridine; trichlorophosphate In diethyl ether; ethyl acetate at 0 - 20℃; for 23.5h; | 89% |
4-(piperidin-1-yl)benzaldehyde
2,3-difluoroanilline
N-(4-(piperidin-1-yl)benzylidene)-2,3-difluorobenzenamine
Conditions | Yield |
---|---|
With acetic acid In ethanol at 20℃; for 0.5h; | 88% |
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; for 12h; | 88% |
2,3-difluoroanilline
2-chloro-2-(diethoxymethyl)-3-methyloxirane
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In water; toluene at 40℃; for 36h; Temperature; | 88% |
bis(benzonitrile)palladium(II) chloride
2,3-difluoroanilline
trans-[PdCl2(2,3-difluoroaniline)2]
Conditions | Yield |
---|---|
In ethanol under N2; soln. of PdCl2(C6H5CN)2 (0.26 mmol) added to soln. of 2,3-difluoroaniline (0.52 mmol); refluxed (8 h); hot soln. filtered; solvent removed (vac.); elem. anal.; | 87% |
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 20℃; for 16h; Inert atmosphere; | 87% |
[2-(tritylamino)-1,3-thiazol-5-yl]acetic acid
2,3-difluoroanilline
N-(2,3-difluorophenyl)-2-[2-(tritylamino)-1,3-thiazol-5-yl]acetamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 50℃; for 18h; | 85% |
IUPAC Name: 2,3-Difluoroaniline
Molecular Formula: C6H5F2N
Molecular Weight: 129.11 g/mol
SMILES: c1(c(N)cccc1F)F
InChI: InChI=1/C6H5F2N/c7-4-2-1-3-5(9)6(4)8/h1-3H,9H2
EINECS: 224-847-2
Product Categories: Other fluorin-contained compounds; Fluorobenzene Series; Fluorobenzene; Amines and Anilines; Anilines, Aromatic Amines and Nitro Compounds; Aniline; Miscellaneous; Amines; C2 to C6; Nitrogen Compounds
Index of Refraction: 1.52
Molar Refractivity: 30.47 cm3
Molar Volume: 100.1 cm3
Polarizability: 12.08×10-24 cm3
Surface Tension: 37.2 dyne/cm
Density: 1.289 g/cm3
Flash Point: 71.1 °C
Enthalpy of Vaporization: 41.29 kJ/mol
Boiling Point: 176.6 °C at 760 mmHg
Vapour Pressure of 2,3-Difluoroaniline (CAS NO.4519-40-8): 1.08 mmHg at 25 °C
2,3-Difluoroaniline (CAS NO.4519-40-8) is used as intermediate for liquid crystal and drugs.
Hazard Codes: Xn,Xi
Risk Statements: 20/21/22-36/37/38
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-27-28-36/37/39-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S27:Take off immediately all contaminated clothing.
S28:After contact with skin, wash immediately with plenty of soap-suds.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S36:Wear suitable protective clothing.
RIDADR: 2941
WGK Germany: 3
Hazard Note: Irritant
HazardClass: 6.1
PackingGroup of 2,3-Difluoroaniline (CAS NO.4519-40-8): III
2,3-Difluoroaniline (CAS NO.4519-40-8), its Synonyms are 2,3-Difluoroaniline, 98% ; 2,3-Difluoroaniline 98% ; 2,3-Difluorophenylamine ; Benzenamine, 2,3-difluoro- . It is clear light orange liquid.
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