Product Name

  • Name

    5-Fluoro-2-oxindole

  • EINECS 446-540-4
  • CAS No. 56341-41-4
  • Article Data75
  • CAS DataBase
  • Density 1.311 g/cm3
  • Solubility
  • Melting Point 143-147 °C(lit.)
  • Formula C8H6FNO
  • Boiling Point 307.197 °C at 760 mmHg
  • Molecular Weight 151.14
  • Flash Point 139.588 °C
  • Transport Information
  • Appearance Light Yellow Crystalline
  • Safety 22-24/25-45-36/37/322-24/25-45-36/37/39-27-269-27-26
  • Risk Codes 36/37/38-34
  • Molecular Structure Molecular Structure of 56341-41-4 (5-Fluoro-2-oxindole)
  • Hazard Symbols IrritantXi, CorrosiveC
  • Synonyms 5-Fluoro-1,3-dihydro-2H-indol-2-one;5-Fluoro-1,3-dihydroindol-2-one;5-Fluoro-2,3-dihydro-2-oxoindole;5-Fluoro-2-oxoindoline;5-Fluoroindolin-2-one;5-Fluoro-1,3-dihydro-indol-2-one;
  • PSA 29.10000
  • LogP 1.45830

Synthetic route

5-fluoro-1H-indole-2,3-dione
443-69-6

5-fluoro-1H-indole-2,3-dione

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

Conditions
ConditionsYield
With hydrazine hydrate In water at 140℃; for 6h; Temperature; Wolff-Kishner-Huang Minlon Reduction;99.1%
With titanium tetrachloride; zinc In tetrahydrofuran at 20℃; for 0.1h; Inert atmosphere;87%
Stage #1: 5-fluoro-1H-indole-2,3-dione With potassium hydroxide; hydrazine In ethylene glycol at 80℃; for 3h;
Stage #2: With hydrogenchloride; water In ethylene glycol at 0 - 20℃; for 12h; pH=1 - 2;
81.9%
5-fluoro-2-oxo-2,3-dihydro-1H-indole-3-carboxylic acid methyl ester
389571-36-2

5-fluoro-2-oxo-2,3-dihydro-1H-indole-3-carboxylic acid methyl ester

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

Conditions
ConditionsYield
With hydrogenchloride In methanol; water for 2h; Reagent/catalyst; Temperature; Inert atmosphere; Reflux;92.1%
Stage #1: 5-fluoro-2-oxo-2,3-dihydro-1H-indole-3-carboxylic acid methyl ester With hydrogenchloride In methanol; water at 80℃; for 5h;
Stage #2: With potassium hydroxide In methanol; water at 40℃; for 0.5h;
chloroacetyl chloride
79-04-9

chloroacetyl chloride

4-fluoroaniline
371-40-4

4-fluoroaniline

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

Conditions
ConditionsYield
With montmorillonite KSF at 20℃; for 1.08333h; Stolle synthesis; Sonication; Neat (no solvent);88%
methyl 2-(5-fluoro-2-nitrophenyl)acetate
29640-99-1

methyl 2-(5-fluoro-2-nitrophenyl)acetate

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

Conditions
ConditionsYield
With iron In acetic acid at 100℃; for 1h;87%
1,3-dihydro-1-hydroxyindole-2-one
18108-55-9

1,3-dihydro-1-hydroxyindole-2-one

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

Conditions
ConditionsYield
With diethylamino-sulfur trifluoride In dichloromethane at 0℃; for 0.0833333h;81%
5-fluoro-3-hydrazonoindolin-2-one
283584-52-1

5-fluoro-3-hydrazonoindolin-2-one

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 5h; Reflux;80.4%
With potassium tert-butylate In ethanol for 2h; Reflux; Inert atmosphere;
With sodium ethanolate
4'-fluoroacetanilide
351-83-7

4'-fluoroacetanilide

ethyl iodoacetae
623-48-3

ethyl iodoacetae

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

Conditions
ConditionsYield
With silver(I) acetate; palladium diacetate; trifluoroacetic acid at 120℃; for 24h; Sealed tube; Inert atmosphere; Schlenk technique;78%
(5-Fluoro-2-nitro-phenyl)-acetic Acid
29640-98-0

(5-Fluoro-2-nitro-phenyl)-acetic Acid

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

Conditions
ConditionsYield
With ammonium formate on silica gel; zinc In carbon dioxide at 50℃; under 90009 Torr; Autoclave; liquid CO2;76%
(E)-5-fluoro-3-hydrazonoindolin-2-one

(E)-5-fluoro-3-hydrazonoindolin-2-one

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 6h; Reflux;73.6%
(2-amino-5-fluoro-phenyl)-acetic acid hydrazide
356068-89-8

(2-amino-5-fluoro-phenyl)-acetic acid hydrazide

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

Conditions
ConditionsYield
In water73%
In water73%
With hydrogenchloride In water at 20℃; for 12h; pH=3;73%
(2-amino-5-fluoro-phenyl)-acetic acid hydrazide
356068-89-8

(2-amino-5-fluoro-phenyl)-acetic acid hydrazide

A

5-[5-fluoro-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-diethylamino-ethyl)-amide

5-[5-fluoro-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-diethylamino-ethyl)-amide

B

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

Conditions
ConditionsYield
In waterA 73%
B n/a
In waterA 73%
B n/a
N'-(2-amino-5-fluorobenzylidene)-4-methylbenzenesulfonohydrazide

N'-(2-amino-5-fluorobenzylidene)-4-methylbenzenesulfonohydrazide

molybdenum hexacarbonyl
13939-06-5, 199620-15-0

molybdenum hexacarbonyl

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

Conditions
ConditionsYield
With tetraethylammonium bromide; 1,8-diazabicyclo[5.4.0]undec-7-ene In 1,4-dioxane at 20 - 110℃; for 1h;55%
2-chloro-N-(4-fluorophenyl)acetamide
351-04-2

2-chloro-N-(4-fluorophenyl)acetamide

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

Conditions
ConditionsYield
With aluminium trichloride at 220 - 225℃; for 0.5h;54%
With aluminum (III) chloride at 220℃; for 1h;
3,3-dibromo-5-fluoro-2-oxindole
113423-50-0

3,3-dibromo-5-fluoro-2-oxindole

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

Conditions
ConditionsYield
With acetic acid; zinc Ambient temperature;
(2-tert-Butoxycarbonylamino-5-fluoro-phenyl)-acetic acid
138343-99-4

(2-tert-Butoxycarbonylamino-5-fluoro-phenyl)-acetic acid

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 0.25h; Heating; Yield given;
4-fluoroaniline
371-40-4

4-fluoroaniline

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 54 percent / AlCl3 / 0.5 h / 220 - 225 °C
View Scheme
Multi-step reaction with 4 steps
1.1: hydrogenchloride; hydroxylamine hydrochloride; sodium sulfate / water / 60 - 70 °C
2.1: sulfuric acid / 80 - 90 °C
3.1: sulfuric acid; water
4.1: hydrazine hydrate / ethanol / Reflux
4.2: Reflux
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate / dichloromethane / 20 °C
2: aluminum (III) chloride / 1 h / 220 °C
View Scheme
2,4-Difluoronitrobenzene
446-35-5

2,4-Difluoronitrobenzene

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1) NaH / 1) DMSO, 100 deg C, 40 min, 2a) RT, 30 min, 2b) 100 deg C, 1 h
2: 56 percent / LiCl / dimethylsulfoxide; H2O / 3 h / 100 °C
3: 87 percent / Fe powder / acetic acid / 1 h / 100 °C
View Scheme
Multi-step reaction with 3 steps
1: sodium methylate / N,N-dimethyl acetamide / 10 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / ethyl acetate; water / 20 °C
3: hydrogenchloride / water; methanol / 2 h / Inert atmosphere; Reflux
View Scheme
dimethyl 2-(5-fluoro-2-nitrophenyl)malonate
147124-34-3

dimethyl 2-(5-fluoro-2-nitrophenyl)malonate

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 56 percent / LiCl / dimethylsulfoxide; H2O / 3 h / 100 °C
2: 87 percent / Fe powder / acetic acid / 1 h / 100 °C
View Scheme
4-fluor-2-methylaniline
452-71-1

4-fluor-2-methylaniline

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: tetrahydrofuran / Heating
2: 1) s-BuLi / 1) THF, cyclohexane, -40 to -20 deg C, 2) -40 deg C, 1 min
3: 10percent HCl / ethanol / 0.25 h / Heating
View Scheme
tert-butyl (4-fluoro-2-methylphenyl)carbamate
129822-40-8

tert-butyl (4-fluoro-2-methylphenyl)carbamate

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1) s-BuLi / 1) THF, cyclohexane, -40 to -20 deg C, 2) -40 deg C, 1 min
2: 10percent HCl / ethanol / 0.25 h / Heating
View Scheme
5-fluoro-1H-indole
399-52-0

5-fluoro-1H-indole

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 48 percent / pyridinium bromide perbromide / 2-methyl-propan-2-ol / 20 h / 25 °C
2: Zn, AcOH / Ambient temperature
View Scheme
glacial acid

glacial acid

(5-Fluoro-2-nitro-phenyl)-acetic Acid
29640-98-0

(5-Fluoro-2-nitro-phenyl)-acetic Acid

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

5-fluoro-3-methylthiooxindole

5-fluoro-3-methylthiooxindole

tert-butylhypochlorite
507-40-4

tert-butylhypochlorite

methylthioacetic acid ethyl ester
4455-13-4

methylthioacetic acid ethyl ester

4-fluoroaniline
371-40-4

4-fluoroaniline

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

Conditions
ConditionsYield
With hydrogenchloride; triethylamine In diethyl ether; ethanol; dichloromethane; water
5-fluoro-3-methylthio-2-oxindole

5-fluoro-3-methylthio-2-oxindole

tert-butylhypochlorite
507-40-4

tert-butylhypochlorite

methylthioacetic acid ethyl ester
4455-13-4

methylthioacetic acid ethyl ester

4-fluoroaniline
371-40-4

4-fluoroaniline

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

Conditions
ConditionsYield
With hydrogenchloride; triethylamine In diethyl ether; ethanol; dichloromethane; water
C8H5FN2O
1261152-93-5

C8H5FN2O

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sulfuric acid; water
2.1: hydrazine hydrate / ethanol / Reflux
2.2: Reflux
View Scheme
N-(4-fluorophenyl)-2-(hydroxyimino) acetamide
351-09-7

N-(4-fluorophenyl)-2-(hydroxyimino) acetamide

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sulfuric acid / 80 - 90 °C
2.1: sulfuric acid; water
3.1: hydrazine hydrate / ethanol / Reflux
3.2: Reflux
View Scheme
Multi-step reaction with 3 steps
1: sulfuric acid / 1 h / 50 - 70 °C
2: hydrazine hydrate / ethanol / 0.5 h / Inert atmosphere; Reflux
3: potassium tert-butylate / ethanol / 2 h / Reflux; Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: sulfuric acid / 0.17 h / Inert atmosphere
2: titanium tetrachloride; zinc / tetrahydrofuran / 0.08 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: sulfuric acid / water / 50 - 75 °C
2: hydrazine hydrate / water / 6 h / 140 °C
View Scheme
Multi-step reaction with 2 steps
1: sulfuric acid / 2 h / 60 - 90 °C
2: hydrazine hydrate / water; ethanol / 10 h / 100 °C
View Scheme
5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

3-bromoazulene-1-carbaldehyde
42081-15-2

3-bromoazulene-1-carbaldehyde

(3E)-3-(((4Z,6Z,8E)-1-bromoazulen-3-yl)methylene)-5-fluoroindolin-2-one
1022916-57-9

(3E)-3-(((4Z,6Z,8E)-1-bromoazulen-3-yl)methylene)-5-fluoroindolin-2-one

Conditions
ConditionsYield
With piperidine In ethanol for 2h; Heating / reflux;100%
5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
253870-02-9

5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

5-((5-fluoro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
452105-33-8

5-((5-fluoro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid

Conditions
ConditionsYield
With pyrrolidine In ethanol for 3h; Reflux;98%
With pyrrolidine In ethanol for 3h; Reflux;98.2%
With piperidine In ethanol Inert atmosphere;90%
5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

formic acid ethyl ester
109-94-4

formic acid ethyl ester

5-fluoro-3-formyl-1H-indole-2-one

5-fluoro-3-formyl-1H-indole-2-one

Conditions
ConditionsYield
With sodium methylate In methanol Reflux;98%
5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

1,5-diphenyl-1,4-pentadiene-3-one
538-58-9

1,5-diphenyl-1,4-pentadiene-3-one

5'-fluoro-2,6-diphenylspiro[cyclohexane-1,3'-indoline]-2',4-dione
1374637-27-0

5'-fluoro-2,6-diphenylspiro[cyclohexane-1,3'-indoline]-2',4-dione

Conditions
ConditionsYield
With Boc-D-Phg-OH; 9-amino-9-deoxy-epiquinine In toluene at 40℃; for 72h; Air; optical yield given as %ee; enantioselective reaction;98%
5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
356068-86-5

N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide

sunitinib
557795-19-4

sunitinib

Conditions
ConditionsYield
With piperidine In toluene for 3h; Solvent; Reagent/catalyst; Knoevenagel Condensation; Reflux;97.3%
With piperidine In toluene for 3h; Reagent/catalyst; Solvent; Reflux;97.3%
With potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 3.5h; Aldol Condensation; Darkness; Inert atmosphere;94%
5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
253870-02-9

5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

5-((Z)-(5-fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
356068-93-4

5-((Z)-(5-fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid

Conditions
ConditionsYield
Stage #1: 5-fluoroindol-2(3H)-one With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane for 5h; Reflux;
Stage #2: 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid With trimethylsilyl trifluoromethanesulfonate
97%
pyrrolidine In ethanol for 3h; Heating / reflux;96%
With pyrrolidine In ethanol for 3h; Heating / reflux;96%
3,5-dimethyl-4-nitro-1H-pyrrole-2-carbaldehyde
40236-20-2

3,5-dimethyl-4-nitro-1H-pyrrole-2-carbaldehyde

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

(3Z)-[(3,5-dimethyl-4-nitro-1-hydropyrrol-2-yl)methylene]-5-fluoro-indol-2-one

(3Z)-[(3,5-dimethyl-4-nitro-1-hydropyrrol-2-yl)methylene]-5-fluoro-indol-2-one

Conditions
ConditionsYield
With pyrrolidine In ethanol Reflux;96%
With pyrrolidine In ethanol Reflux;96%
With pyrrolidine In ethanol Reflux;96%
With piperidine In ethanol Knoevenagel condensation; Heating;87%
With pyrrolidine In ethanol Reflux;
5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

3-iodo-1H-indazole-6-carbaldehyde
944904-42-1

3-iodo-1H-indazole-6-carbaldehyde

(E)-5-fluoro-3-((3-iodo-1H-indazol-6-yl)methylene)indolin-2-one

(E)-5-fluoro-3-((3-iodo-1H-indazol-6-yl)methylene)indolin-2-one

Conditions
ConditionsYield
With piperidine In methanol at 60℃; for 3h;96%
5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

5-[13C]formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
1194048-25-3

5-[13C]formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid

5-((5-fluoro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)-[13C]methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid

5-((5-fluoro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)-[13C]methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid

Conditions
ConditionsYield
With pyrrolidine In ethanol for 3h; Reflux;95%
5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

malononitrile
109-77-3

malononitrile

2-(5-fluoro-2-oxoindolin-3-ylidene)malononitrile
116719-42-7

2-(5-fluoro-2-oxoindolin-3-ylidene)malononitrile

Conditions
ConditionsYield
With iron(III) chloride hexahydrate; oxygen In N,N-dimethyl-formamide at 50℃; for 4h; Green chemistry;95%
5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

methyl 2-oxobutanoate
3952-66-7

methyl 2-oxobutanoate

C13H14FNO4

C13H14FNO4

Conditions
ConditionsYield
With piperidine In methanol at 0 - 20℃; for 24h;93%
6-fluoro-1H-indole-3-carbaldehyde
2795-41-7

6-fluoro-1H-indole-3-carbaldehyde

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

(Z)-5-fluoro-3-((5-fluoro-1H-indol-3-yl)methylene)indolin-2-one
1350703-09-1

(Z)-5-fluoro-3-((5-fluoro-1H-indol-3-yl)methylene)indolin-2-one

Conditions
ConditionsYield
With piperidine In methanol for 5h; Reflux;92%
5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

2,6-dimethyl-1-chlorobenzene
6781-98-2

2,6-dimethyl-1-chlorobenzene

C16H14FNO
1426306-74-2

C16H14FNO

Conditions
ConditionsYield
With C31H43Cl2N4Pd; potassium tert-butylate In toluene at 100℃; for 12h; Inert atmosphere; Schlenk technique;92%
5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

2-bromo-4-methoxybenzaldehyde
43192-31-0

2-bromo-4-methoxybenzaldehyde

3-(2-bromo-4-methoxybenzylidene)-5-fluoro-1,3-dihydroindol-2-one

3-(2-bromo-4-methoxybenzylidene)-5-fluoro-1,3-dihydroindol-2-one

Conditions
ConditionsYield
With piperidine In ethanol for 1.5h; Reflux;92%
5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

5-fluoro-1H-indole
399-52-0

5-fluoro-1H-indole

Conditions
ConditionsYield
With bis(trimethylsilyl)amide yttrium(III); 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In toluene at 120℃; for 36h; Inert atmosphere;92%
With bis(trimethylsilyl)amide yttrium(III); 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In toluene at 120℃; for 36h; Schlenk technique; Sealed tube; Inert atmosphere;86%
5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

C18H22N4O4

C18H22N4O4

C34H30F2N6O4

C34H30F2N6O4

Conditions
ConditionsYield
Stage #1: C18H22N4O4 With triethylamine In chloroform at 0℃; for 0.166667h;
Stage #2: 5-fluoroindol-2(3H)-one In chloroform at 65℃; for 8h; Solvent; Temperature;
92%
5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

acetic anhydride
108-24-7

acetic anhydride

1,3-diacetyl-5-fluoro-1H-indol-2-yl acetate
1268630-22-3

1,3-diacetyl-5-fluoro-1H-indol-2-yl acetate

Conditions
ConditionsYield
With dmap at 150℃; for 2h;91%
5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

3-(4-methoxyphenyl)propynal
90696-21-2

3-(4-methoxyphenyl)propynal

A

C18H12FNO2

C18H12FNO2

C28H22FNO5

C28H22FNO5

Conditions
ConditionsYield
With potassium tert-butylate; 1,3-bis(mesityl)imidazolium chloride In tetrahydrofuran at 20 - 65℃; for 2h; Molecular sieve; Inert atmosphere; optical yield given as %de; diastereoselective reaction;A 5%
B 91%
5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

C15H12FNO2
1426306-75-3

C15H12FNO2

Conditions
ConditionsYield
With C31H43Cl2N4Pd; potassium tert-butylate In toluene at 100℃; for 12h; Inert atmosphere; Schlenk technique;91%
2-methylquinoline
91-63-4

2-methylquinoline

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

5-fluoro-3-hydroxy-3-(quinolin-2-ylmethyl)indolin-2-one

5-fluoro-3-hydroxy-3-(quinolin-2-ylmethyl)indolin-2-one

Conditions
ConditionsYield
With iron(II) acetate In N,N-dimethyl-formamide at 80℃; for 5h; Green chemistry;91%
5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

5-fluoroindoline-2-thione
73425-13-5

5-fluoroindoline-2-thione

Conditions
ConditionsYield
With tetraphosphorus decasulfide; sodium hydrogencarbonate In tetrahydrofuran at 20℃; for 4h;90%
With phosphorous (V) sulfide; sodium hydrogencarbonate In tetrahydrofuran for 3h; Ambient temperature;84%
Stage #1: 5-fluoroindol-2(3H)-one With tetraphosphorus decasulfide In tetrahydrofuran at 20℃; for 1h;
Stage #2: With sodium hydrogencarbonate In tetrahydrofuran at 120℃; for 1h;
75%
Stage #1: 5-fluoroindol-2(3H)-one With sodium hydrogencarbonate In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: With tetraphosphorus decasulfide In tetrahydrofuran at 20℃;
Stage #1: 5-fluoroindol-2(3H)-one With sodium hydrogencarbonate In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: With tetraphosphorus decasulfide In tetrahydrofuran at 20℃;
5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

(R)-5-(2-hydroxy-3-morpholin-4-yl-propyl)-3-methyl-4-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridine-2-carbaldehyde
1130138-32-7

(R)-5-(2-hydroxy-3-morpholin-4-yl-propyl)-3-methyl-4-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridine-2-carbaldehyde

(R,Z)-2-(5-fluoro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-5-(2-hydroxy-3-morpholin-4-ylpropyl)-3-methyl-1,5,6,7-tetrahydro-pyrrolo[3,2-c]pyridin-4-one
1130137-76-6

(R,Z)-2-(5-fluoro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-5-(2-hydroxy-3-morpholin-4-ylpropyl)-3-methyl-1,5,6,7-tetrahydro-pyrrolo[3,2-c]pyridin-4-one

Conditions
ConditionsYield
With piperidine In ethanol at 20 - 80℃; Darkness;90%
With piperidine In ethanol at 20 - 80℃; for 2h; Darkness;90%
With piperidine In ethanol at 20℃;
1-methyl-2-formyl-1H-benzimidazole
3012-80-4

1-methyl-2-formyl-1H-benzimidazole

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

(E)-5-fluoro-3-((1-methyl-1H-benzo[d]imidazol-2-yl)methylene)indolin-2-one

(E)-5-fluoro-3-((1-methyl-1H-benzo[d]imidazol-2-yl)methylene)indolin-2-one

Conditions
ConditionsYield
With piperidine In ethanol Knoevenagel Condensation; Reflux; stereoselective reaction;90%
5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
253870-02-9

5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid

5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

C14H21NO5

C14H21NO5

C30H32FN3O7

C30H32FN3O7

Conditions
ConditionsYield
Stage #1: 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 35℃; for 3h;
Stage #2: 5-fluoroindol-2(3H)-one; C14H21NO5 With triethylamine In tetrahydrofuran; acetonitrile at 60℃; for 24h;
90%
5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

3-[3-(diethylamino)propyl]-4-oxo-4,5,6,7-tetrahydro-1H-indole-2-carbaldehyde
1239441-14-5

3-[3-(diethylamino)propyl]-4-oxo-4,5,6,7-tetrahydro-1H-indole-2-carbaldehyde

(Z)-3-({3-[3-(diethylamino)propyl]-4-oxo-4,5,6,7-tetrahydro-1H-indol-2-yl}methylene)-5-fluoroindolin-2-one

(Z)-3-({3-[3-(diethylamino)propyl]-4-oxo-4,5,6,7-tetrahydro-1H-indol-2-yl}methylene)-5-fluoroindolin-2-one

Conditions
ConditionsYield
With piperidine In ethanol for 12h; Reflux;90%
5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

4-(4-formylphenoxy)-3-(trifluoromethyl)benzonitrile

4-(4-formylphenoxy)-3-(trifluoromethyl)benzonitrile

4-(4-((5-fluoro-2-oxoindolin-3-ylidene)methyl)-2-methoxyphenoxy)-3-(trifluoromethyl)benzonitrile

4-(4-((5-fluoro-2-oxoindolin-3-ylidene)methyl)-2-methoxyphenoxy)-3-(trifluoromethyl)benzonitrile

Conditions
ConditionsYield
With piperidine In ethanol at 60℃;90%
5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

ethyl 3-(2-formyl-4-oxo-4,5,6,7-tetrahydro-1H-indol-3-yl)propanoate
1235459-55-8

ethyl 3-(2-formyl-4-oxo-4,5,6,7-tetrahydro-1H-indol-3-yl)propanoate

(Z)-ethyl 3-{2-[(5-fluoro-2-oxoindolin-3-ylidene)methyl]-4-oxo-4,5,6,7-tetrahydro-1H-indol-3-yl}propanoate
1235458-09-9

(Z)-ethyl 3-{2-[(5-fluoro-2-oxoindolin-3-ylidene)methyl]-4-oxo-4,5,6,7-tetrahydro-1H-indol-3-yl}propanoate

Conditions
ConditionsYield
With piperidine In ethanol for 12h; Aldol condensation; Reflux;89%

5-Fluoro-2-oxindole Chemical Properties


IUPAC Name: 5-Fluoro-1,3-dihydroindol-2-one
Molecular Formula: C8H6FNO
Molecular Weight: 151.14 g/mol
Canonical SMILES: C1C2=C(C=CC(=C2)F)NC1=O
InChI: InChI=1S/C8H6FNO/c9-6-1-2-7-5(3-6)4-8(11)10-7/h1-3H,4H2,(H,10,11)
Product Categories: INDOLE; blocks; FluoroCompounds; IndolesOxindoles; Indole/indoline/oxindole; Indole and Indoline; Heterocycles; Indoles and derivatives; Halides; Pyrroles & Indoles; ketone; Sunitinib; Aromatics Compounds; Intermediate of sunitinib malate; Aromatics; Pyrroles & Indoles; Boronic Acid;Heterocyclic Compounds; Building Blocks; Heterocyclic Building Blocks; Indoles; Fluorinated heterocyclic series
Index of Refraction: 1.56 
Molar Refractivity: 37.28 cm3 
Molar Volume: 115.2 cm3 
Polarizability:  14.78×10-24 cm
Surface Tension: 41.8 dyne/cm 
Density: 1.311 g/cm
Flash Point: 139.6 °C
Enthalpy of Vaporization:  54.78 kJ/mol 
Boiling Point: 307.2 °C at 760 mmHg 
Melting Point: 143-147 °C(lit.)
Storage temperature: Keep Cold
Vapour Pressure of 5-Fluorooxindole (CAS NO.56341-41-4): 0.000736 mmHg at 25 °C

5-Fluoro-2-oxindole Safety Profile

Safty informations of 5-Fluorooxindole (CAS NO.56341-41-4):
Hazard Codes:IrritantXiCorrosiveC
Risk Statements: 36/37/38-34 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R34:Causes burns.
Safety Statements: 22-24/25-45-36/37/39-27-26 
S22:Do not breathe dust. 
S24/25:Avoid contact with skin and eyes. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S27:Take off immediately all contaminated clothing. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3
Hazard Note: Irritant/Keep Cold 
HazardClass: IRRITANT, KEEP COLD 

5-Fluoro-2-oxindole Specification

  5-Fluorooxindole (CAS NO.56341-41-4), its Synonyms are 5-Fluoroindole-2-One ; 5-Fluoro-1,3-dihydro-indol-2-one ; 5-Fluorooxindole 98% . It is light yellow crystalline.

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