Product Name

  • Name

    5-Fluoroisatin

  • EINECS -0
  • CAS No. 443-69-6
  • Article Data70
  • CAS DataBase
  • Density 1.446 g/cm3
  • Solubility
  • Melting Point 224-227 °C(lit.)
  • Formula C8H4FNO2
  • Boiling Point 417.9oC at 760mmHg
  • Molecular Weight 165.124
  • Flash Point 206.5oC
  • Transport Information
  • Appearance red crystalline powder
  • Safety 26-37/39-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 443-69-6 (5-Fluoroisatin)
  • Hazard Symbols IrritantXi
  • Synonyms 5-fluoro-1H-indole-2,3-dione;1H-Indole-2,3-dione, 5-fluoro-;
  • PSA 46.17000
  • LogP 1.09850

Synthetic route

N-(4-fluorophenyl)-2-(hydroxyimino) acetamide
351-09-7

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

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

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

Conditions
ConditionsYield
With sulfuric acid In water at 80℃; for 0.333333h;88.6%
With sulfuric acid In water at 50 - 75℃; Temperature;88.2%
With sulfuric acid at 20℃;85%
N-(4-fluorophenyl)-2-(hydroxyimino)acetamide

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

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

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

Conditions
ConditionsYield
With sulfuric acid at 50 - 75℃; for 0.333333h;88.2%
5-fluoroindoline
2343-22-8

5-fluoroindoline

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

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

Conditions
ConditionsYield
With iodine pentoxide In dimethyl sulfoxide at 80℃;87%
With o-iodosobenzoic acid; oxygen In dimethyl sulfoxide at 80℃; for 12h; Green chemistry;72%
3-(4-fluorophenylimino)-5-fluoro-N-(4-fluorophenyl)-3H-indole-2-amine
1174558-44-1

3-(4-fluorophenylimino)-5-fluoro-N-(4-fluorophenyl)-3H-indole-2-amine

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

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

Conditions
ConditionsYield
With hydrogenchloride; acetic acid In water for 0.333333h; Reflux;85%
5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

A

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

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

B

(E)-5-fluoro-5'-methoxy-[3,3'-biindolinylidene]-2,2'-dione

(E)-5-fluoro-5'-methoxy-[3,3'-biindolinylidene]-2,2'-dione

Conditions
ConditionsYield
With oxygen; sodium iodide In tetrahydrofuran at 60℃; for 12h; Schlenk technique; chemoselective reaction;A 80%
B 8%
carbon monoxide
201230-82-2

carbon monoxide

N'-(2-bromo-4-fluorophenyl)-N,N-dimethylurea

N'-(2-bromo-4-fluorophenyl)-N,N-dimethylurea

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

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

Conditions
ConditionsYield
Stage #1: N'-(2-bromo-4-fluorophenyl)-N,N-dimethylurea With methyllithium In tetrahydrofuran; diethyl ether at 0℃;
Stage #2: With tert.-butyl lithium In tetrahydrofuran; diethyl ether; n-heptane at 0℃; for 1h;
Stage #3: carbon monoxide In tetrahydrofuran; diethyl ether; n-heptane at 0℃; for 0.5h;
79%
Yield given; Multistep reaction;
phenylglycine isopropyl ester

phenylglycine isopropyl ester

4-fluoroaniline
371-40-4

4-fluoroaniline

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

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

Conditions
ConditionsYield
In acetonitrile at 60℃; for 16h;78.7%
5-fluoro-1H-indole
399-52-0

5-fluoro-1H-indole

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

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

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; oxygen In acetonitrile at 20℃; for 18h;68%
chloral hydrate
302-17-0

chloral hydrate

4-fluoroaniline
371-40-4

4-fluoroaniline

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

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

Conditions
ConditionsYield
Stage #1: chloral hydrate; 4-fluoroaniline With hydrogenchloride; hydroxylamine hydrochloride; sodium sulfate In water
Stage #2: With sulfuric acid at 60 - 80℃;
63%
Stage #1: chloral hydrate; 4-fluoroaniline With hydrogenchloride; hydroxylamine hydrochloride; sodium sulfate for 0.166667h; Heating;
Stage #2: With sulfuric acid for 1h; Heating;
Stage #1: chloral hydrate; 4-fluoroaniline With hydroxylamine hydrochloride; sodium sulfate In water Sandmeyer reaction;
Stage #2: With sulfuric acid In methanol Sandmeyer reaction;
4-Fluoroisonitrosoacetanilide

4-Fluoroisonitrosoacetanilide

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

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

Conditions
ConditionsYield
With sulfuric acid 1) 50 deg C, 30 min; 2) 80 deg C, 10 min;62%
chloral ethyl hemiacetal
515-83-3

chloral ethyl hemiacetal

4-fluoroaniline
371-40-4

4-fluoroaniline

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

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

Conditions
ConditionsYield
Stage #1: chloral ethyl hemiacetal; 4-fluoroaniline With hydrogenchloride; sodium sulfate In water for 1h;
Stage #2: With hydroxylamine hydrochloride In water at 10 - 80℃; for 1.5h;
Stage #3: With sulfuric acid at 60℃; for 6h;
61%
(E)-N-(4-fluorophenyl)-2-(hydroxyimino)acetamide
879274-72-3

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

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

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

Conditions
ConditionsYield
With sulfuric acid In water at 50 - 90℃;52%
With sulfuric acid In water at 50 - 90℃;52%
5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

A

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

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

B

(E)-5,5'-difluoro-[3,3'-biindolinylidene]-2,2'-dione

(E)-5,5'-difluoro-[3,3'-biindolinylidene]-2,2'-dione

Conditions
ConditionsYield
With oxygen; sodium iodide In dimethyl sulfoxide at 100℃; for 12h; Schlenk technique; chemoselective reaction;A 29%
B 52%
oxalyl dichloride
79-37-8

oxalyl dichloride

4-fluoroaniline
371-40-4

4-fluoroaniline

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

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

Conditions
ConditionsYield
With H-β zeolite In 1,2-dichloro-ethane at 80℃; for 36h; Inert atmosphere;51%
3,3-dibromo-5-fluoro-2-oxindole
113423-50-0

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

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

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

Conditions
ConditionsYield
With water In methanol for 2h; Heating;
4-fluoroaniline
371-40-4

4-fluoroaniline

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

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydroxylamine sulfate; sodium sulfate; HCl / ethanol; H2O
2: H2SO4
View Scheme
Multi-step reaction with 2 steps
1: 91 percent / NH2OH*HCl; sodium sulfate / H2O / 0.05 h / microwave irradiation
2: 61 percent / H2SO4 (86 percent) / 0.01 h / microwave irradiation
View Scheme
Multi-step reaction with 2 steps
1: NH2OH
2: conc. H2SO4 / Heating
View Scheme
2-bromo-4-fluoroaniline
1003-98-1

2-bromo-4-fluoroaniline

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

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: Et3N / tetrahydrofuran / 2 h / 0 °C
1.2: 71 percent / tetrahydrofuran / 1 h / 0 °C
2.1: MeLi / tetrahydrofuran; diethyl ether / 0 °C
2.2: t-BuLi / tetrahydrofuran; diethyl ether; heptane / 1 h / 0 °C
2.3: 79 percent / tetrahydrofuran; diethyl ether; heptane / 0.5 h / 0 °C
View Scheme
5-fluoroindol-2(3H)-one
56341-41-4

5-fluoroindol-2(3H)-one

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

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: CuBr2 / ethyl acetate / 80 °C
2: water / methanol / 2 h / Heating
View Scheme
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; oxygen In acetonitrile at 20℃; for 24h;
4-fluoroaniline
371-40-4

4-fluoroaniline

alkali thiocyanate

alkali thiocyanate

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

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NH2OH*HCl, Na2SO4
2: H2SO4
View Scheme
5-iodoisatin
20780-76-1

5-iodoisatin

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

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

Conditions
ConditionsYield
Stage #1: 5-iodoisatin With tetrakis(triphenylphosphine) palladium(0); bis(tri-n-butyltin); lithium chloride In 1,4-dioxane at 23 - 100℃; Inert atmosphere;
Stage #2: With silver trifluoromethanesulfonate; 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(hexafluorophosphate) In acetone at 23℃; for 0.333333h; Inert atmosphere; regiospecific reaction;
11.9 mg
C8H5FN2O
1261152-93-5

C8H5FN2O

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

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

Conditions
ConditionsYield
With sulfuric acid; water
p-fluoroaniline hydrochloride
2146-07-8

p-fluoroaniline hydrochloride

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

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride; sulfuric acid; sodium sulfate; hydroxylamine hydrochloride / water / 100 °C
2: sulfuric acid / 85 °C
View Scheme
5-fluoro-1H-indole-2,3-dione
443-69-6

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

1-bromo-hexane
111-25-1

1-bromo-hexane

5-fluoro-1-hexyl-isatin
85511-62-2

5-fluoro-1-hexyl-isatin

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 140℃; Microwave irradiation;100%
5-fluoro-1H-indole-2,3-dione
443-69-6

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

-CH2CH2CH(CH3)2 halide

-CH2CH2CH(CH3)2 halide

1-isopentyl-5-methylindoline-2,3-dione

1-isopentyl-5-methylindoline-2,3-dione

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃;100%
5-fluoro-1H-indole-2,3-dione
443-69-6

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

-CH2CH2CH(CH3)2 halide

-CH2CH2CH(CH3)2 halide

C13H14FNO2

C13H14FNO2

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃;100%
5-fluoro-1H-indole-2,3-dione
443-69-6

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

-CH2CH2CH3 halide

-CH2CH2CH3 halide

5-fluoro-1-n-propylisatin
445218-47-3

5-fluoro-1-n-propylisatin

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃;100%
5-fluoro-1H-indole-2,3-dione
443-69-6

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

-CH3 halide

-CH3 halide

5-fluoro-1-methylisatin
773-91-1

5-fluoro-1-methylisatin

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃;100%
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-1H-indole-2,3-dione
443-69-6

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

3,3'-methylenedianiline
19471-12-6

3,3'-methylenedianiline

3,3'-[methylenebis(3,1-phenylenenitrilo)]bis[1,3-dihydro-5-fluoro-2H-indol-2-one]

3,3'-[methylenebis(3,1-phenylenenitrilo)]bis[1,3-dihydro-5-fluoro-2H-indol-2-one]

Conditions
ConditionsYield
In water at 20℃; for 22h;99%
With acetic acid In ethanol for 5h; Heating;68%
In ethanol Heating;
indole
120-72-9

indole

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

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

5'-fluoro-1H,1''H-[3,3':3',3''-terindol]-2'(1'H)-one
695168-61-7

5'-fluoro-1H,1''H-[3,3':3',3''-terindol]-2'(1'H)-one

Conditions
ConditionsYield
With titanium(IV) oxide In water at 20℃; Green chemistry;99%
With bromine In acetonitrile at 20℃; for 7h;92%
With C14H32N2O6S2(2+)*2ClO4(1-) In neat (no solvent) at 110℃; for 0.166667h; Catalytic behavior; Reagent/catalyst;89%
5-fluoro-1H-indole-2,3-dione
443-69-6

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

3-(trifluoromethyl)propiophenone
1533-03-5

3-(trifluoromethyl)propiophenone

6-fluoro-3-methyl-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylic acid
1335116-93-2

6-fluoro-3-methyl-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylic acid

Conditions
ConditionsYield
Stage #1: 5-fluoro-1H-indole-2,3-dione; 3-(trifluoromethyl)propiophenone With potassium hydroxide In ethanol; water for 1h; Reflux;
Stage #2: With hydrogenchloride In water pH=~ 3; Product distribution / selectivity;
99%
Stage #1: 5-fluoro-1H-indole-2,3-dione With potassium hydroxide In ethanol; water for 0.25h;
Stage #2: 3-(trifluoromethyl)propiophenone In ethanol; water for 1h; Reflux;
Stage #3: With hydrogenchloride In water pH=6;
34%
5-fluoro-1H-indole-2,3-dione
443-69-6

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

aminomalonic acid diethyl ester
6829-40-9

aminomalonic acid diethyl ester

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

5',5'-diethyl 3',4'-dimethyl 5-fluoro-2-oxospiro[indoline-3,2'-pyrrole]-3',4',5',5'(1'H)-tetracarboxylate
1459805-67-4

5',5'-diethyl 3',4'-dimethyl 5-fluoro-2-oxospiro[indoline-3,2'-pyrrole]-3',4',5',5'(1'H)-tetracarboxylate

Conditions
ConditionsYield
With trifluoroacetic acid In 1,2-dichloro-ethane at 60℃; for 36h; Time; Molecular sieve;99%
2,4-thiazolidinedion
2295-31-0

2,4-thiazolidinedion

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

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

C11H7FN2O4S

C11H7FN2O4S

Conditions
ConditionsYield
With water at 20℃; for 12h;99%
2-thioxo-4-thiazolidinone
141-84-4

2-thioxo-4-thiazolidinone

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

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

5-(5-Fluoro-3-hydroxy-2-oxoindolin-3- yl)-2-thioxothiazolidin-4-one

5-(5-Fluoro-3-hydroxy-2-oxoindolin-3- yl)-2-thioxothiazolidin-4-one

Conditions
ConditionsYield
With water at 20℃; for 12h;99%
2-oxoindole
59-48-3

2-oxoindole

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

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

5-fluoro-3-hydroxy-1,1',3,3'-tetrahydro-2H,2'H-3,3'-biindole-2,2'-dione

5-fluoro-3-hydroxy-1,1',3,3'-tetrahydro-2H,2'H-3,3'-biindole-2,2'-dione

Conditions
ConditionsYield
With water at 20℃; for 24h;99%
5-chloro-indolin-2-one
17630-75-0

5-chloro-indolin-2-one

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

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

C16H10ClFN2O3

C16H10ClFN2O3

Conditions
ConditionsYield
With water at 20℃; for 24h;99%
5-fluoro-1H-indole-2,3-dione
443-69-6

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

1-Phenyl-3-methylindolin-2-one
23210-22-2

1-Phenyl-3-methylindolin-2-one

C23H17FN2O3

C23H17FN2O3

Conditions
ConditionsYield
With water at 20℃; for 24h;99%
5-fluoro-1H-indole-2,3-dione
443-69-6

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

3-methyl-2-pyrazoline-5-one
108-26-9

3-methyl-2-pyrazoline-5-one

5-fluoro-3-hydroxy-3-(3-hydroxy-5-methyl-1H-pyrazol-4-yl)indolin-2-one

5-fluoro-3-hydroxy-3-(3-hydroxy-5-methyl-1H-pyrazol-4-yl)indolin-2-one

Conditions
ConditionsYield
With water at 20℃; for 0.166667h; Green chemistry;99%
5-fluoro-1H-indole-2,3-dione
443-69-6

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

5-propyl-2,4-dihydro-3H-pyrazol-3-one
29211-70-9

5-propyl-2,4-dihydro-3H-pyrazol-3-one

5-fluoro-3-hydroxy-3-(3-hydroxy-5-propyl-1H-pyrazol-4-yl)indolin-2-one

5-fluoro-3-hydroxy-3-(3-hydroxy-5-propyl-1H-pyrazol-4-yl)indolin-2-one

Conditions
ConditionsYield
With water at 20℃; for 0.166667h; Green chemistry;99%
5-fluoro-1H-indole-2,3-dione
443-69-6

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

3-phenyl-1-(1H-pyrazol-1-yl)but-3-en-1-one

3-phenyl-1-(1H-pyrazol-1-yl)but-3-en-1-one

(S)-5-fluoro-4'-phenylspiro[indoline-3,2'-pyran]-2,6'(3'H)-dione

(S)-5-fluoro-4'-phenylspiro[indoline-3,2'-pyran]-2,6'(3'H)-dione

Conditions
ConditionsYield
With 1-[3,5-bis(trifluoromethyl)phenyl]-3-[(1S,2S)-2-(dimethylamino)cyclohexyl]thiourea In acetonitrile at 25℃; for 12h; enantioselective reaction;99%
1-(pyridin-2-yl)-butan-2-one
6303-73-7

1-(pyridin-2-yl)-butan-2-one

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

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

2-ethyl-6-fluoro-3-(pyridin-2-yl)quinoline-4-carboxylic acid
1259522-46-7

2-ethyl-6-fluoro-3-(pyridin-2-yl)quinoline-4-carboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In ethanol; water at 90℃;99%
5-fluoro-1H-indole-2,3-dione
443-69-6

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

2,2-difluoro-2-(3-methyl-4-nitro-1,2-oxazol-5-yl)-1-phenylethan-1-one

2,2-difluoro-2-(3-methyl-4-nitro-1,2-oxazol-5-yl)-1-phenylethan-1-one

3-(difluoro(3-methyl-4-nitroisoxazol-5-yl)methyl)-5-fluoro-3-hydroxyindolin-2-one

3-(difluoro(3-methyl-4-nitroisoxazol-5-yl)methyl)-5-fluoro-3-hydroxyindolin-2-one

Conditions
ConditionsYield
With methanol; triethylamine at 20℃; for 24h;99%
5-fluoro-1H-indole-2,3-dione
443-69-6

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

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

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

Conditions
ConditionsYield
With hydrazine hydrate In methanol at 20℃; for 12.5h; Reflux;98.3%
5-fluoro-1H-indole-2,3-dione
443-69-6

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

2-oxo-propionic acid
127-17-3

2-oxo-propionic acid

6-fluoroquinoline-2,4-dicarboxylic acid
220844-72-4

6-fluoroquinoline-2,4-dicarboxylic acid

Conditions
ConditionsYield
With sodium hydroxide at 110℃; for 6h;98.15%
With sodium hydroxide at 110℃; for 4h;70%
With potassium hydroxide In water at 40℃; for 16h; Pfitzinger Quinoline Synthesis;65%
5-fluoro-1H-indole-2,3-dione
443-69-6

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

cyanoacetic acid
372-09-8

cyanoacetic acid

cyano(5-fluoro-2-oxo-2,3-dihydroindol-3-ylidene)acetic acid

cyano(5-fluoro-2-oxo-2,3-dihydroindol-3-ylidene)acetic acid

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane at 20℃;98%
With piperdinium acetate In water at 100℃; Knoevenagel Condensation;90%
2-amino-6-nonadecyl-benzoic acid
934273-32-2

2-amino-6-nonadecyl-benzoic acid

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

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

C34H47FN2O3

C34H47FN2O3

Conditions
ConditionsYield
for 0.0333333h; microwave irradiation;98%
5-fluoro-1H-indole-2,3-dione
443-69-6

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

4R-4-hydroxyproline
51-35-4

4R-4-hydroxyproline

5-fluoro-3-(1H-pyrrol-1-yl)-1,3-dihydroindol-2-one
1123858-19-4

5-fluoro-3-(1H-pyrrol-1-yl)-1,3-dihydroindol-2-one

Conditions
ConditionsYield
With cetyltrimethylammonim bromide In water at 80℃; for 0.5h; Green chemistry;98%
With 1-butyl-3-methylimidazolium Tetrafluoroborate at 110℃; for 0.166667h; Microwave irradiation;96%
With scandium tris(dodecyl sulfate) In water at 80℃; for 0.5h; Green chemistry;96%
With β‐cyclodextrin In water at 60℃; for 1.5h;94%
With iodine In water; acetonitrile at 20℃; for 4h; Irradiation;
5-fluoro-1H-indole-2,3-dione
443-69-6

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

dimedone
126-81-8

dimedone

malononitrile
109-77-3

malononitrile

2-amino-5'-fluoro-7,7-dimethyl-2',5-dioxo-5,6,7,8-tetrahydrospiro[chromene-4,3'-indoline]-3-carbonitrile
352329-70-5

2-amino-5'-fluoro-7,7-dimethyl-2',5-dioxo-5,6,7,8-tetrahydrospiro[chromene-4,3'-indoline]-3-carbonitrile

Conditions
ConditionsYield
With silica-bonded 5-n-propyl-octahydro-pyrimido[1,2-a]azepinium chloride In ethanol at 20℃; for 3.5h;98%
With 1,1'-(butane-1,4-diyl)bis(1,4-diazabicyclo[2.2.2]octan-1-ium) hydroxide In water at 80℃; for 0.166667h; Green chemistry;96%
In water at 80℃; for 0.133333h; Microwave irradiation; Green chemistry;95%
1H-indene-1,3(2H)-dione
606-23-5

1H-indene-1,3(2H)-dione

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

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

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

2-(3-(4-(dimethylamino)phenyl)-5-fluoro-2-oxoindolin-3-yl)-1H-indene-1,3(2H)-dione
1310937-72-4

2-(3-(4-(dimethylamino)phenyl)-5-fluoro-2-oxoindolin-3-yl)-1H-indene-1,3(2H)-dione

Conditions
ConditionsYield
With lithium perchlorate In ethanol for 4h; Friedel-Crafts type reaction; Reflux;98%
4-hydroxy[1]benzopyran-2-one
1076-38-6

4-hydroxy[1]benzopyran-2-one

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

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

malononitrile
109-77-3

malononitrile

2'-amino-5-fluoro-2,5'-dioxo-5'H-spiro[indoline-3,4'-pyrano[2,3-b]chromene]-3'-carbonitrile
1429936-36-6

2'-amino-5-fluoro-2,5'-dioxo-5'H-spiro[indoline-3,4'-pyrano[2,3-b]chromene]-3'-carbonitrile

Conditions
ConditionsYield
With silica-bonded 5-n-propyl-octahydro-pyrimido[1,2-a]azepinium chloride In ethanol at 20℃; for 4.5h;98%
With tetrabutylammonium acetate In melt at 100℃;93%
5-fluoro-1H-indole-2,3-dione
443-69-6

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

3-acetylcoumarin
3949-36-8

3-acetylcoumarin

(R)-5-fluoro-3-hydroxy-3-[2-oxo-2-(2-oxo-2H-chromen-3-yl)ethyl]indolin-2-one
1610544-12-1

(R)-5-fluoro-3-hydroxy-3-[2-oxo-2-(2-oxo-2H-chromen-3-yl)ethyl]indolin-2-one

Conditions
ConditionsYield
Stage #1: 3-acetylcoumarin With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1R)-(6-methoxyquinolin-4-yl)(3-vinylquinuclidin-7-yl)methyl)urea In tetrahydrofuran at 5℃; for 0.333333h; Aldol Addition;
Stage #2: 5-fluoro-1H-indole-2,3-dione In tetrahydrofuran at 5℃; for 24h; Aldol Addition; enantioselective reaction;
98%
5-fluoro-1H-indole-2,3-dione
443-69-6

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

4-((1,3-diphenyl-1,3,2-diazaphospholidin-2-yl)oxy)-N-phenylbutanethioamide

4-((1,3-diphenyl-1,3,2-diazaphospholidin-2-yl)oxy)-N-phenylbutanethioamide

5-fluoro-3-hydroxy-3-(2-oxido-1,3-diphenyl-1,3,2-diazaphospholidin-2-yl)indolin-2-one

5-fluoro-3-hydroxy-3-(2-oxido-1,3-diphenyl-1,3,2-diazaphospholidin-2-yl)indolin-2-one

Conditions
ConditionsYield
In chloroform at 61℃; for 15h; Inert atmosphere;98%

5-Fluoroisatin Specification

The 5-Fluoroindoline-2,3-dione is an organic compound with the formula C8H4FNO2. The IUPAC name of this chemical is 5-fluoro-1H-indole-2,3-dione. With the CAS registry number 443-69-6, it is also named as 1H-Indole-2,3-dione, 5-fluoro-. The product's categories are Isatin Series; Blocks; Indoles Oxindoles; Indole/indoline/oxindole; Indole and Indoline; Indane/Indanone and Derivatives; Sunitinib; Heterocyclic Compounds; Indoles; Simple Indoles; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals; Boronic Acid; Building Blocks; Heterocyclic Building Blocks; Fluorinated Heterocyclic Series. Besides, it is a red crystalline powder, which is the intermediates of cardiovascular and anti-inflammatory drugs.

Physical properties about 5-Fluoroindoline-2,3-dione are: (1)ACD/LogP: 0.61 ; (2)ACD/LogD (pH 5.5): 0.61; (3)ACD/LogD (pH 7.4): 0.58; (4)ACD/BCF (pH 5.5): 1.71; (5)ACD/BCF (pH 7.4): 1.59; (6)ACD/KOC (pH 5.5): 51.14; (7)ACD/KOC (pH 7.4): 47.53; (8)#H bond acceptors: 3; (9)#H bond donors: 1; (10)Polar Surface Area: 37.38 Å2; (11)Index of Refraction: 1.584; (12)Molar Refractivity: 37.41 cm3; (13)Molar Volume: 111.7 cm3; (14)Polarizability: 14.83×10-24cm3; (15)Surface Tension: 50.8 dyne/cm; (16)Density: 1.477 g/cm3.

Preparation: this chemical can be prepared by hydroxyimino-acetic acid-(4-fluoro-anilide). This reaction will need reagent sulfuric acid.



Uses of 5-Fluoroindoline-2,3-dione: it can be used to produce 6-fluoro-1H-benzo[d][1,3]oxazine-2,4-dione. It will need reagent CrO3 and acetic acid.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: Fc1cc2c(cc1)NC(=O)C2=O
(2)InChI: InChI=1/C8H4FNO2/c9-4-1-2-6-5(3-4)7(11)8(12)10-6/h1-3H,(H,10,11,12)
(3)InChIKey: GKODDAXOSGGARJ-UHFFFAOYAY
(4)Std. InChI: InChI=1S/C8H4FNO2/c9-4-1-2-6-5(3-4)7(11)8(12)10-6/h1-3H,(H,10,11,12)
(5)Std. InChIKey: GKODDAXOSGGARJ-UHFFFAOYSA-N

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