Conditions | Yield |
---|---|
With hydrogen; palladium 10% on activated carbon In tetrahydrofuran; ethanol at 20℃; for 4.5h; | 100% |
With iron; acetic acid In ethyl acetate for 3h; Heating / reflux; | 98% |
With hydrogen; palladium 10% on activated carbon In ethyl acetate for 4h; | 97% |
N-(2-fluoro-4-hydroxyphenyl)acetamide
4-amino-3-fluorophenol
Conditions | Yield |
---|---|
With hydrogenchloride In water at 80℃; Inert atmosphere; | 88% |
aluminium hydride
sodium hydrogencarbonate
ortho-nitrofluorobenzene
4-amino-3-fluorophenol
Conditions | Yield |
---|---|
With sulfuric acid In water | 86% |
With sulfuric acid In water | 86% |
Conditions | Yield |
---|---|
With oxalic acid; aluminium In water at 80 - 85℃; for 1.5h; | 40.7% |
With sulfuric acid at 90℃; (electrochemical reduction); |
Conditions | Yield |
---|---|
With sodium dithionite; water |
O-(3-fluorophenyl)hydroxylamine
A
3-fluorophenol
B
4-amino-3-fluorophenol
C
2-amino-5-fluorophenol
D
2-amino-3-fluorophenol
Conditions | Yield |
---|---|
With trifluoroacetic acid at 70℃; for 6h; Product distribution; Rate constant; Kinetics; ΔH(excit.), ΔG(excit.), ΔS(excit.); |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: sodium dithionite; water View Scheme | |
Multi-step reaction with 2 steps 1: nitric acid / water / 0.5 h / 8 - 10 °C / Cooling with ice 2: sodium sulfide / 0.08 h / Microwave irradiation; Ionic liquid View Scheme |
Conditions | Yield |
---|---|
In water; acetic acid |
2-fluoro-4-hydroxyaniline hydrochloride
4-amino-3-fluorophenol
Conditions | Yield |
---|---|
With sodium hydroxide In methanol; water |
4-amino-3-fluorophenol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: copper(II) sulfate; sulfuric acid; water / 100 °C 2: nitric acid / water / 0.5 h / 8 - 10 °C / Cooling with ice 3: sodium sulfide / 0.08 h / Microwave irradiation; Ionic liquid View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: sodium nitrite / 1 h / Cooling with ice; Ionic liquid 1.2: 1 h 2.1: copper(II) sulfate; sulfuric acid; water / 100 °C 3.1: nitric acid / water / 0.5 h / 8 - 10 °C / Cooling with ice 4.1: sodium sulfide / 0.08 h / Microwave irradiation; Ionic liquid View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sodium methylate / 5.5 h / 45 °C / Inert atmosphere 2: benzene; aluminum (III) chloride / 11 h / 45 °C 3: nickel(II) nitrate; palladium dichloride; tetrabutoxytitanium; hydrogen / ethanol / 2 h / 45 °C / 1500.15 Torr View Scheme |
4-amino-3-fluorophenol
acetic anhydride
N-(2-fluoro-4-hydroxyphenyl)acetamide
Conditions | Yield |
---|---|
Stage #1: 4-amino-3-fluorophenol; acetic anhydride With acetic acid at 20℃; for 2h; Stage #2: With water at 20℃; for 0.5h; | 100% |
In 1,2-dichloro-ethane at 10 - 20℃; for 2.5h; | 95.8% |
In water | 66% |
In water | 66% |
Conditions | Yield |
---|---|
In sulfolane at 150℃; for 16h; | 98% |
4-bromo-pyridine-2-carboxylic acid methyl amide
4-amino-3-fluorophenol
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide
Conditions | Yield |
---|---|
With N-benzyl-N,N,N-triethylammonium chloride; potassium iodide; sodium hydroxide In water at 30 - 70℃; for 2h; Reagent/catalyst; | 97.5% |
N-(6-methoxybenzo[d]thiazol-2-yl)-1H-imidazole-1-carboxamide
4-amino-3-fluorophenol
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 20℃; | 97% |
4-amino-3-fluorophenol
4-chloro-N-methylpicolinamide
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide
Conditions | Yield |
---|---|
With potassium carbonate In 1,2-dichloro-ethane for 4h; Reflux; | 96.3% |
Stage #1: 4-amino-3-fluorophenol With potassium tert-butylate In tetrahydrofuran at 20 - 30℃; for 2h; Stage #2: 4-chloro-N-methylpicolinamide In tetrahydrofuran Reagent/catalyst; Solvent; Temperature; Reflux; | 94% |
Stage #1: 4-amino-3-fluorophenol With potassium tert-butylate In dimethyl amine at 20℃; for 2h; Inert atmosphere; Stage #2: 4-chloro-N-methylpicolinamide With potassium carbonate In dimethyl amine at 85℃; Time; Inert atmosphere; | 92% |
4-amino-3-fluorophenol
tert-butyldimethylsilyl chloride
Conditions | Yield |
---|---|
With 1H-imidazole In tetrahydrofuran at 20℃; for 12h; | 95% |
C11H7ClN4OS
4-amino-3-fluorophenol
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 20℃; | 94% |
methyl 4-formyl-2-methyl-benzoate
4-amino-3-fluorophenol
Conditions | Yield |
---|---|
Stage #1: methyl 4-formyl-2-methyl-benzoate; 4-amino-3-fluorophenol With acetic acid at 20℃; for 2h; Stage #2: With sodium tris(acetoxy)borohydride at 20℃; Stage #3: With water; sodium hydrogencarbonate In ethyl acetate | 93% |
1H-indol-2-ylcarboxaldehyde
2-Butynoic acid
1,1,3,3-tetramethylbutane isonitrile
4-amino-3-fluorophenol
Conditions | Yield |
---|---|
With sodium sulfate In methanol at 20℃; Ugi Condensation; | 93% |
4-amino-3-fluorophenol
benzyl chloroformate
benzyl (2-fluoro-4-hydroxyphenyl)carbamate
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; | 92% |
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; acetic acid In tetrahydrofuran at 20℃; for 5h; | 92% |
With sodium tris(acetoxy)borohydride; acetic acid In tetrahydrofuran at 20℃; for 5h; | 92% |
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl acetamide at 100℃; for 16h; | 92% |
4-amino-3-fluorophenol
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide
Conditions | Yield |
---|---|
Stage #1: 4-amino-3-fluorophenol With copper(l) iodide at 85℃; Stage #2: 4-chloro-2-pyridinecarboxamide hydrochloride for 6h; Temperature; Reagent/catalyst; | 91.1% |
di-tert-butyl dicarbonate
4-amino-3-fluorophenol
N-(2-fluoro-4-hydroxyphenyl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With indium(III) chloride at 35℃; for 2h; | 90% |
With indium(III) chloride at 35℃; for 2h; Neat (no solvent); | 90% |
indium(III) chloride at 35℃; for 2h; Neat (no solvent); | 90% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 24h; Cooling with ice; | 90% |
Conditions | Yield |
---|---|
In dichloromethane at 10 - 20℃; for 2.5h; | 89.8% |
4-chloro-6-methoxy-7-(3-morpholin-4-yl-propoxy)-quinoline
4-amino-3-fluorophenol
3-Fluoro-4-{[6-methoxy-7-(3-morpholinopropoxy)-4-quinolyl]oxy}-aniline
Conditions | Yield |
---|---|
Stage #1: 4-chloro-6-methoxy-7-(3-morpholin-4-yl-propoxy)-quinoline; 4-amino-3-fluorophenol With sodium t-butanolate In ISOPROPYLAMIDE at 95 - 100℃; for 18h; Industry scale; Stage #2: With aniline; sodium t-butanolate In ISOPROPYLAMIDE at 50 - 100℃; for 18h; Industry scale; Stage #3: With water In ISOPROPYLAMIDE at 20 - 30℃; Industry scale; | 89% |
With sodium t-butanolate In N,N-dimethyl acetamide at 95 - 100℃; for 36h; |
4-amino-3-fluorophenol
4-chloro-3-(trifluoromethyl)phenyl isocyanate
1-(4-chloro-3-(trifluoromethyl)phenyl)-3-(2-fluoro-4-hydroxyphenyl)urea
Conditions | Yield |
---|---|
In dichloromethane; N,N-dimethyl-formamide at 20℃; for 16h; | 89% |
In dichloromethane for 6h; Reflux; | |
In dichloromethane at 20℃; for 16h; Inert atmosphere; Schlenk technique; | 401 mg |
Conditions | Yield |
---|---|
With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; toluene-4-sulfonic acid In tetrahydrofuran; acetonitrile at 120℃; under 23272.3 Torr; for 72h; regioselective reaction; | 88% |
Conditions | Yield |
---|---|
Stage #1: C22H28ClNO3 With methanesulfonyl chloride; triethylamine In 1,2-dichloro-ethane at 0 - 25℃; for 2h; Stage #2: 4-amino-3-fluorophenol In 1,2-dichloro-ethane at 85℃; for 12h; | 87% |
2,4-dichloropyridine
4-amino-3-fluorophenol
4-(2-chloro-pyridin-4-yloxy)-2-fluorophenylamine
Conditions | Yield |
---|---|
Stage #1: 4-amino-3-fluorophenol With potassium tert-butylate In ISOPROPYLAMIDE at 20℃; for 0.5h; Stage #2: 2,4-dichloropyridine In ISOPROPYLAMIDE at 80℃; for 12h; | 86% |
Stage #1: 4-amino-3-fluorophenol With potassium tert-butylate In ISOPROPYLAMIDE at 20℃; for 0.5h; Stage #2: 2,4-dichloropyridine In ISOPROPYLAMIDE at 80℃; for 12h; | 86% |
Stage #1: 4-amino-3-fluorophenol With potassium tert-butylate In N,N-dimethyl acetamide at 20℃; for 0.5h; Stage #2: 2,4-dichloropyridine In N,N-dimethyl acetamide at 80℃; for 12h; | 86% |
Stage #1: 4-amino-3-fluorophenol With potassium tert-butylate In N,N-dimethyl acetamide at 20℃; for 0.5h; Stage #2: 2,4-dichloropyridine In N,N-dimethyl acetamide at 85℃; for 4h; | 83% |
trifluoromethyl trifluorovinyl ether
4-amino-3-fluorophenol
2-fluoro-4-[1,1,2-trifluoro-2-(trifluoromethoxy)ethoxy]-aniline
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide; toluene at 0℃; for 3h; | 85% |
1H-indol-2-ylcarboxaldehyde
2-Butynoic acid
tert-butylisonitrile
4-amino-3-fluorophenol
Conditions | Yield |
---|---|
With sodium sulfate In methanol at 20℃; Ugi Condensation; | 85% |
3-methoxyphenyl bromide
4-amino-3-fluorophenol
4-[(3-methoxyphenyl)amino]-3-fluorophenol
Conditions | Yield |
---|---|
With chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl][2-(2-aminoethyl)phenyl]palladium(ll); sodium t-butanolate In 1,4-dioxane at 110℃; for 3h; Inert atmosphere; | 84% |
4-methyl-1,2,3-thiadiazole-5-yl-formyl isocyanate
4-amino-3-fluorophenol
1-(2-fluoro-4-hydroxyphenyl)-3-[(4-methyl-1,2,3-thiadiazol-5-yl)carbonyl]urea
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane at 20℃; for 8h; | 83% |
In 1,2-dichloro-ethane at 20℃; for 8.25h; | 83% |
Conditions | Yield |
---|---|
With 5-chloro-2-hydroxybenzoic acid; boric acid; palladium diacetate; 1,2-bis[di(t-butyl)phosphinomethyl]benzene In acetonitrile at 110℃; under 18100.7 Torr; for 48h; | 83% |
The IUPAC name of this chemical is 4-Amino-3-fluorophenol. With the CAS registry number 399-95-1 and EINECS registry number 402-230-0, it is also named as 3-Fluoro-4-aminophenol. In addition, the molecular formula is C6H6FNO and the molecular weight is 127.12. It belongs to the classes of Aromatic Phenols and Phenol & Thiophenol & Mercaptan.
Physical properties about this chemical are: (1)ACD/LogP: 0.45; (2)ACD/LogD (pH 5.5): 0.44; (3)ACD/LogD (pH 7.4): 0.44; (4)ACD/BCF (pH 5.5): 1.25; (5)ACD/BCF (pH 7.4): 1.27; (6)ACD/KOC (pH 5.5): 40.63; (7)ACD/KOC (pH 7.4): 41.03; (8)#H bond acceptors: 2; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 12.47Å2; (12)Index of Refraction: 1.601; (13)Molar Refractivity: 32.36 cm3; (14)Molar Volume: 94.3 cm3; (15)Polarizability: 12.83 ×10-24cm3; (16)Surface Tension: 53.5 dyne/cm; (17)Flash Point: 117.3 °C; (18)Enthalpy of Vaporization: 52.9 kJ/mol; (19)Boiling Point: 270.4 °C at 760 mmHg; (20)Vapour Pressure: 0.00414 mmHg at 25°C.
Preparation of 4-Amino-3-fluorophenol: it can be prepared by o-fluorinenitrobenzene in the presence of sulfur compounds, and the reaction is a kind of reduction reaction. The reaction time is 6 hours at room temperature.
Uses of 4-Amino-3-fluorophenol: it can be used to produce 2-fluoro-4-(1,1,2-trifluoro-2-trifluoromethoxy-ethoxy)-phenylamine with trifluoro(trifluoromethoxy)ethylene. This reaction will need reagent KOH and solvents toluene and dimethylsulfoxide. The reaction time is 3 hours at temperature of 0 °C. The yield is about 85%.
When you are using this chemical, please be cautious about it as the following:
This chemical is toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. It is harmful if swallowed. It may cause sensitization by skin contact. This chemical may cause cancer. When you are using it, please avoid exposure - obtain special instructions before use and avoid release to the environment. Refer to special instructions / safety data sheets. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.).
You can still convert the following datas into molecular structure:
(1)SMILES: Fc1c(N)ccc(O)c1
(2)InChI: InChI=1/C6H6FNO/c7-5-3-4(9)1-2-6(5)8/h1-3,9H,8H2
(3)InChIKey: MNPLTKHJEAFOCA-UHFFFAOYAA
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