Oxindole supplier | CasNO.59-48-3

Name
Oxindole
EINECS 200-429-5
CAS No. 59-48-3
Article Data216
CAS DataBase
Density 1.198 g/cm³
Solubility insoluble in water
Melting Point 123-128 °C(lit.)
Formula C₈H₇NO
Boiling Point 312.7 °C at 760 mmHg
Molecular Weight 133.15
Flash Point 177.8 °C
Transport Information UN 2811
Appearance beige to yellowish-orange or pinkish-brown powder
Safety 22-24/25
Risk Codes 22
Molecular Structure
Hazard Symbols Xn
Synonyms 2-Indolinone(7CI,8CI);Oxindole (6CI);1,3-Dihydro-2H-indol-2-one;1,3-Dihydroindol-2-one;2-Indolone;2-Oxindole;2-Oxo-2,3-dihydroindole;2-Oxoindole;2-Oxoindoline;Indol-2(3H)-one;Indoline-2-one;NSC 274863;Oxindol;
PSA 29.10000
LogP 1.31920

Synthetic route

: 91-56-5
indole-2,3-dione

: 59-48-3
2-oxoindole

Conditions

Conditions	Yield
Stage #1: indole-2,3-dione With hydrazine In methanol Heating; Stage #2: With sodium ethanolate In ethanol Wolff-Kishner reduction; Heating; Further stages.;	98%
With hydrogen In ethanol at 70℃; under 1875.19 Torr; for 0.333333h;	96.5%
With titanium tetrachloride; zinc In tetrahydrofuran at 20℃; for 0.0833333h; Temperature; Reagent/catalyst; Inert atmosphere;	94%

: 3740-52-1
2-(2-nitrophenyl)acetic acid

: 59-48-3
2-oxoindole

Conditions

Conditions	Yield
With iron; acetic acid at 100℃;	95%
With palladium on activated charcoal; hydrogen; acetic acid at 20℃; for 4h;	88%
With 5%-palladium/activated carbon; hydrogen In ethanol; water under 7500.75 Torr; for 24h; Autoclave;	88%

: 30095-98-8
methyl (2-nitrophenyl)acetate

: 59-48-3
2-oxoindole

Conditions

Conditions	Yield
Stage #1: methyl (2-nitrophenyl)acetate With hydrogen In ethyl acetate at 20℃; under 7600.51 Torr; for 24h; Autoclave; Stage #2: In ethyl acetate for 6h; Reflux; Molecular sieve;	99%
With iron; ammonium chloride; acetic acid at 100℃; for 24h;	87.8%
Multi-step reaction with 2 steps 1: palladium 10% on activated carbon; hydrogen / methanol / 20 °C / Inert atmosphere 2: potassium carbonate / N,N-dimethyl-formamide / 20 °C View Scheme
Multi-step reaction with 2 steps 1: palladium 10% on activated carbon; hydrogen / methanol / 25 °C / Inert atmosphere 2: potassium carbonate / N,N-dimethyl-formamide / 25 °C View Scheme
Multi-step reaction with 2 steps 1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 20 °C / 2280.15 Torr / Sealed tube 2: ethyl acetate / 6 h / Reflux; Molecular sieve View Scheme

: 120-72-9
indole

A: 59-48-3
2-oxoindole

B: 91-56-5
indole-2,3-dione

Conditions

Conditions	Yield
With chloro(meso-tetrakis(2,6-dichlorophenyl)porphyrinato)manganese(III); dihydrogen peroxide In acetonitrile at 20℃; for 1h;	A 44% B 8%
With oxygen; titanium(IV) oxide In water for 4h; Irradiation;
With D-glucose; GDH; cytochrome P450 monooxygenase CYP116B4 from Labrenzia aggregata; nicotinamide adenine dinucleotide phosphate In aq. buffer at 30℃; for 5h; pH=8.5; Enzymatic reaction;
With nicotinamide adenine dinucleotide phosphate; cytochrome P450 monooxygenase from Labrenzia aggregata In aq. buffer at 30℃; for 5h; pH=8.5; Enzymatic reaction; enantioselective reaction;

: 1429481-71-9
1-(toluene-4-sulfonyl)-1,3-dihydro-indol-2-one

: 59-48-3
2-oxoindole

Conditions

Conditions	Yield
With naphthalene radical anion sodium salt In 1,2-dimethoxyethane at -78 - 18℃; Reagent/catalyst;	90%

: 120-72-9
indole

A: 59-48-3
2-oxoindole

B: 17646-95-6
2,2-di(3-indolyl)-3-indolone

Conditions

Conditions	Yield
With chloro[2-nitro-5,10,15,20-tetrakis(2,6-diclorophenyl)porphyrinate]manganese(III); chloro[5,10,15,20-tetrakis(4-dimethy-lamino-2,3,5,6-tetrafluorophenyl)porphyrinate]manganese(III) In acetonitrile at 20℃; for 0.5h;	A 35% B 7%
With ammonium persulfate; phosphoric acid In water pH=1.4; Oxidation;	A 26% B 32%

: 31912-02-4
ethyl 2-nitrophenylacetate

: 59-48-3
2-oxoindole

Conditions

Conditions	Yield
With acetic acid; zinc In ethanol at 70℃; for 4h; Inert atmosphere;	93%
With acetic acid; zinc In ethanol at 70℃; for 4h;	66%

: 120-72-9
indole

A: 59-48-3
2-oxoindole

B: 479-41-4
indirubin

C: 91-56-5
indole-2,3-dione

Conditions

Conditions	Yield
With chloro(meso-tetrakis(2,6-dichlorophenyl)porphyrinato)manganese(III); dihydrogen peroxide In acetonitrile at 20℃; for 0.5h;	A 64% B 7% C 6%

...Expand

: 120-72-9
indole

A: 59-48-3
2-oxoindole

B: 91-56-5
indole-2,3-dione

C: 17646-95-6
2,2-di(3-indolyl)-3-indolone

Conditions

Conditions	Yield
With chloro(meso-tetrakis(2,6-dichlorophenyl)porphyrinato)manganese(III); chloro[2-nitro-5,10,15,20-tetrakis(2,6-diclorophenyl)porphyrinate]manganese(III) In acetonitrile at 20℃; for 0.5h;	A 50% B 6% C 6%

...Expand

: 171359-95-8
N'-(2-aminobenzylidene)-4-methylbenzenesulfonohydrazide

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

: 59-48-3
2-oxoindole

Conditions

Conditions	Yield
With tetraethylammonium bromide; 1,8-diazabicyclo[5.4.0]undec-7-ene In 1,4-dioxane at 20 - 110℃; for 1h; Solvent; Reagent/catalyst;	83%

: 3740-52-1
2-(2-nitrophenyl)acetic acid

A: 59-48-3
2-oxoindole

B: 18108-55-9
1,3-dihydro-1-hydroxyindole-2-one

Conditions

Conditions	Yield
Stage #1: 2-(2-nitrophenyl)acetic acid With 1,10-Phenanthroline; platinum on carbon; hydrogen In ethanol at 20℃; under 7500.75 Torr; Flow reactor; Green chemistry; Stage #2: With acetic acid In ethanol at 20℃; Catalytic behavior; Reagent/catalyst; Solvent; Pressure; Green chemistry;	A n/a B 83%
With sulfuric acid; zinc at 30℃;
With acetic acid; platinum Hydrogenation;

: 5339-85-5
2-aminophenethyl alcohol

: 59-48-3
2-oxoindole

Conditions

Conditions	Yield
With potassium carbonate; [pentamethylcyclopentadienylRhCl2]2 In acetone at 100℃; for 8h;	74%
Multi-step reaction with 3 steps 1: 1.) aq. HCl, NaNO2, 2.) NaN3 2: 50 percent / Pyridine, CF3COOH, Dicyclohexylcarbodiimide / dimethylsulfoxide; benzene / 0.5 h / 50 °C 3: 85 percent / decahydronaphthalene / 2 h / 190 - 200 °C View Scheme

: 2365-44-8
3-hydrazonoindolin-2-one

: 59-48-3
2-oxoindole

Conditions

Conditions	Yield
With sodium In ethanol Reflux;	69%
1,4-diaza-bicyclo[2.2.2]octane In 2-Ethylhexyl alcohol; water at 130 - 145℃; for 3.5 - 5h; Heating / reflux;	66.5%
1,4-diaza-bicyclo[2.2.2]octane In 2-Ethylhexyl alcohol; hexan-1-ol at 130℃; for 2.5h;	66.5%
at 255℃; under 90 Torr;
With potassium tert-butylate In ethanol for 2h; Reflux; Inert atmosphere;

: 103-84-4
Acetanilid

: 623-48-3
ethyl iodoacetae

: 59-48-3
2-oxoindole

Conditions

Conditions	Yield
With silver(I) acetate; palladium diacetate; trifluoroacetic acid at 120℃; for 24h; Sealed tube; Inert atmosphere; Schlenk technique;	84%

: 628-21-7
1,4-Diiodobutane

: 109-72-8, 29786-93-4
n-butyllithium

: 110-18-9
N,N,N,N,-tetramethylethylenediamine

: 59-48-3
2-oxoindole

Conditions

Conditions	Yield
Stage #1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine With diphosphorus pentasulfide In tetrahydrofuran; hexane at -25℃; for 0.5h; Nitrogen atmosphere; Stage #2: 1,4-Diiodobutane In tetrahydrofuran; hexane at -25 - 20℃; for 14h;	50%

...Expand

: 65816-14-0
1-methoxyindolin-2-one

: 59-48-3
2-oxoindole

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr; for 1h;	95%
With chloro-trimethyl-silane; sodium iodide In acetonitrile at 80℃; for 8h;	13%

: 35613-44-6
2-aminophenylacetic acid methyl ester

: 59-48-3
2-oxoindole

Conditions

Conditions	Yield
With 1,2,2,3,4,4-hexamethylphosphetane 1-oxide; diphenylsilane; phenylboronic acid In m-xylene at 120℃; for 4h; Inert atmosphere; Schlenk technique; Sealed tube;	92%
for 0.333333h; Heating; under reduced pressure;
With water; trimethylamine at 30℃; Rate constant; dependency of rate constants on the nature of general base catalyst;

: 7270-61-3
3-diazo-1,2,3,4-tetrahydro-2,4-dioxo-quinoline

: 59-48-3
2-oxoindole

Conditions

Conditions	Yield
With rhodium(II) pivalate In water; chlorobenzene at 140℃; for 5h; Reagent/catalyst; Inert atmosphere;	78%
dirhodium tetraacetate In acetonitrile Rearrangement; Wolff; Heating;	40%
With water; acetic acid at 0℃; Irradiation.Mit der Licht einer Bogenlampe;

: 533-17-5
N-(2-chlorophenyl)acetamide

: 59-48-3
2-oxoindole

Conditions

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran for 3h; Ambient temperature; Irradiation;	74%
With lithium diisopropyl amide 1.) THF, hexane, -78 deg C, 2.) 25 deg C, irradiation, 3 h; Yield given. Multistep reaction;

: 120-72-9
indole

: 59-48-3
2-oxoindole

Conditions

Conditions	Yield
With 1-fluoro-1,2-phenyliodohydrin-3-(1H)-one In 1,4-dioxane; water at 140℃; for 5h; Reagent/catalyst;	81%
With silica-gel-supported sulfuric acid In dichloromethane at 25℃; for 10h; Reagent/catalyst; Solvent; regioselective reaction;	78%
With dihydrogen peroxide; iron(II) bromide In water at 20℃; Catalytic behavior; Reagent/catalyst; Fenton Reaction; Green chemistry;	66%

: 120-72-9
indole

A: 59-48-3
2-oxoindole

: C16H12N2O4

C: 91-56-5
indole-2,3-dione

D: 17646-95-6
2,2-di(3-indolyl)-3-indolone

E: 61-71-2
dioxindol

Conditions

Conditions	Yield
With chloro(meso-tetrakis(2,6-dichlorophenyl)porphyrinato)manganese(III); dihydrogen peroxide In acetonitrile at 20℃; for 6h; Overall yield = 99 %;

...Expand

: 937606-68-3
1-(2-chloroacetyl)indolin-2-one

: 59-48-3
2-oxoindole

Conditions

Conditions	Yield
With morpholine In ethanol at 20℃; Reagent/catalyst;

: 10268-06-1
2-(2-chlorophenyl)acetamide

: 59-48-3
2-oxoindole

Conditions

Conditions	Yield
With copper(I) oxide; potassium phosphate; N1,N2-bis(thiophen-2-ylmethyl)oxalamide In tert-butyl alcohol at 130℃; for 24h;	75%

: 382150-70-1
1,3-di-tert-butyl 2-(2-aminophenyl)propanedioate

: 59-48-3
2-oxoindole

Conditions

Conditions	Yield
With acetic acid In methanol at 60℃; for 48h; Temperature;

: 120-72-9
indole

A: 59-48-3
2-oxoindole

B: 479-41-4
indirubin

: C16H12N2O4

D: 91-56-5
indole-2,3-dione

E: 17646-95-6
2,2-di(3-indolyl)-3-indolone

F: 61-71-2
dioxindol

Conditions

Conditions	Yield
With chloro(meso-tetrakis(2,6-dichlorophenyl)porphyrinato)manganese(III); dihydrogen peroxide In acetonitrile at 20℃; for 3h; Overall yield = 91 %;

...Expand

: 2444-36-2
2'-chloro-benzeneacetic acid

: 59-48-3
2-oxoindole

Conditions

Conditions	Yield
With ammonium hydroxide; copper In neat (no solvent) at 100℃; for 16h; Sealed tube;	80%
With ammonia; water; copper diacetate; copper at 165℃; Unter Druck;

: 30095-98-8
methyl (2-nitrophenyl)acetate

A: 59-48-3
2-oxoindole

B: 35613-44-6
2-aminophenylacetic acid methyl ester

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethyl acetate at 0℃; under 735.5 Torr; for 4h; Title compound not separated from byproducts;
With hydrogen In ethyl acetate at 20℃; under 7600.51 Torr; for 24h; Autoclave;

: 3740-52-1
2-(2-nitrophenyl)acetic acid

A: 59-48-3
2-oxoindole

B isatide: isatide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sulfuric acid / benzene / Heating 2: hydrogen / PtO2 / methanol / 2 h / 2585.7 Torr 3: H2O, trimethylamine / 30 °C / dependency of rate constants on the nature of general base catalyst View Scheme

: 30095-98-8
methyl (2-nitrophenyl)acetate

A: 59-48-3
2-oxoindole

B isatide: isatide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogen / PtO2 / methanol / 2 h / 2585.7 Torr 2: H2O, trimethylamine / 30 °C / dependency of rate constants on the nature of general base catalyst View Scheme

: o'-(2,2-difluorovinyl)-p-toluenesulfonanilide

: 59-48-3
2-oxoindole

Conditions

Conditions	Yield
Stage #1: o'-(2,2-difluorovinyl)-p-toluenesulfonanilide With trimethylsilyl trifluoromethanesulfonate; palladium dichloride In 1,1,1,3,3,3-hexafluoropropan-2-ol at 60℃; for 2h; Stage #2: With water; sodium hydrogencarbonate In 1,1,1,3,3,3-hexafluoropropan-2-ol	90%

: 59-48-3
2-oxoindole

: 100-52-7
benzaldehyde

: 3359-49-7, 23772-61-4, 23782-37-8
3-benzylideneoxindole

Conditions

Conditions	Yield
With UiO-66 metal organic framework nanoparticles In neat (no solvent) at 80℃; for 2h; Friedel-Crafts Alkylation; Sealed tube; Darkness;	100%
With pyrrolidine In ethanol for 2h; Reflux;	94%
With [1-(3-sulfonic acid)]propyl-3-methylimidazolium hydrogen sulfate at 80℃; for 1h;	93%

: 59-48-3
2-oxoindole

: 1195-13-7, 56921-07-4, 90154-87-3, 131348-77-1, 131348-78-2, 143679-79-2
cis-7-azabicyclo<4.3.0>nonan-8-one

Conditions

Conditions	Yield
With platinum(IV) oxide; hydrogen In acetic acid at 70℃; under 760.051 Torr; for 48h;	100%
With C33H49ClNRh; hydrogen In 2,2,2-trifluoroethanol at 20℃; under 30003 Torr; for 24h; Autoclave; Molecular sieve;	99%
With C31H47ClNRh; hydrogen In toluene at 25℃; under 37503.8 Torr; for 24h; Catalytic behavior; Solvent; Pressure; Concentration; Temperature; Molecular sieve; Autoclave; Schlenk technique; diastereoselective reaction;	99%

: 59-48-3
2-oxoindole

: 91-56-5
indole-2,3-dione

: 476-34-6
isoindigo

Conditions

Conditions	Yield
With hydrogenchloride In acetic acid Heating;	100%
With zirconium(IV) chloride In ethanol Reagent/catalyst; Solvent; Temperature; Reflux;	91%
With hydrogenchloride In water; acetic acid for 3h; Reflux;	88%

: 59-48-3
2-oxoindole

: 91107-10-7
4,6-dimethoxy-2,3-diphenyl-1H-indole

: 91107-13-0
7-(indol-2'-yl)-4,6-dimethoxy-2,3-diphenylindole

Conditions

Conditions	Yield
With trifluoromethylsulfonic anhydride In chloroform for 0.5h; Ambient temperature;	100%
With trichlorophosphate In chloroform Heating;	56%
With trichlorophosphate

: 59-48-3
2-oxoindole

: 2936-42-7
1-iodo-1,2-hexadiene

: 1-hexa-1,2-dienyl-1,3-dihydro-indol-2-one

Conditions

Conditions	Yield
With potassium phosphate; copper(I) thiophene-2-carboxylate; (1S,2S)-N,N'-dimethyl-1,2-diaminocyclohexane In toluene at 85℃; for 6h;	100%

: 59-48-3
2-oxoindole

: 672318-77-3
C19H15N5O

: C27H20N6O

Conditions

Conditions	Yield
piperidine In ethanol for 14h; Heating / reflux;	100%

: 59-48-3
2-oxoindole

: 280748-43-8
5-formyl-4-methyl-1H-pyrrole-2-carboxylic acid

: 4-Methyl-5-(2-oxo-1,2-dihydroindol-3-ylidenemethyl)-1H-pyrrole-2-carboxylic acid

Conditions

Conditions	Yield
In ethanol at 90 - 100℃;	100%
	268 mg (100%)
	268 mg (100%)
	268 mg (100%)

: 59-48-3
2-oxoindole

: 1122-91-4
4-bromo-benzaldehyde

: 3-(4-bromobenzylidenyl)-2-indolinone

Conditions

Conditions	Yield
Stage #1: 2-oxoindole; 4-bromo-benzaldehyde With pyrrolidine In ethanol for 2h; Reflux; Stage #2: With sodium tetrahydroborate In ethanol at 0 - 20℃; for 2h;	100%
Stage #1: 2-oxoindole; 4-bromo-benzaldehyde With piperidine In ethanol for 12h; Reflux; Stage #2: With sodium tetrahydroborate In ethanol at 20℃; for 1h;
Stage #1: 2-oxoindole; 4-bromo-benzaldehyde With pyrrolidine In ethanol for 2h; Reflux; Stage #2: With sodium tetrahydroborate In ethanol at 20℃; for 2h;

: 59-48-3
2-oxoindole

: 100-52-7
benzaldehyde

: 7511-08-2
3-benzyl-2-oxindole

Conditions

Conditions	Yield
Stage #1: 2-oxoindole; benzaldehyde With pyrrolidine In ethanol for 2h; Reflux; Stage #2: With sodium tetrahydroborate In ethanol at 0 - 20℃; for 2h;	100%
Stage #1: 2-oxoindole; benzaldehyde With piperidine In ethanol for 3h; Reflux; Stage #2: With sodium tetrahydroborate In ethanol at 0 - 20℃;	87%
Stage #1: 2-oxoindole; benzaldehyde With pyrrolidine In methanol for 3h; Reflux; Stage #2: With sodium tetrahydroborate In methanol	82%

: 59-48-3
2-oxoindole

: 1168720-53-3
3-iodo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbaldehyde

: 1247000-64-1
(E)-3-((3-iodo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazol-6-yl)methylene)indolin-2-one

Conditions

Conditions	Yield
With piperidine In ethanol at 20 - 70℃; for 2h;	100%
With piperidine In ethanol at 20 - 70℃; for 2h;	100%

: 59-48-3
2-oxoindole

: 124-13-0
Octanal

: C16H21NO

Conditions

Conditions	Yield
Reagent/catalyst; Aldol Condensation; Inert atmosphere;	100%

: 59-48-3
2-oxoindole

: 100-52-7
benzaldehyde

: 3456-79-9, 123742-97-2
3-phenyloxindole

Conditions

Conditions	Yield
Stage #1: 2-oxoindole; benzaldehyde With pyrrolidine In ethanol for 2h; Reflux; Stage #2: With sodium tetrahydroborate In ethanol at 0 - 20℃; for 2h;	100%

: 59-48-3
2-oxoindole

: 105-07-7
4-cyanobenzaldehyde

: 4-((2-oxoindolin-3-yl)methyl)benzonitrile

Conditions

Conditions	Yield
Stage #1: 2-oxoindole; 4-cyanobenzaldehyde With pyrrolidine In ethanol for 2h; Reflux; Stage #2: With sodium tetrahydroborate In ethanol at 0 - 20℃; for 2h;	100%
Stage #1: 2-oxoindole; 4-cyanobenzaldehyde With piperidine In ethanol for 3h; Reflux; Stage #2: With sodium tetrahydroborate In ethanol at 0 - 20℃; for 3h;	48%
Stage #1: 2-oxoindole; 4-cyanobenzaldehyde With pyrrolidine In ethanol for 2h; Reflux; Stage #2: With sodium tetrahydroborate In ethanol at 20℃; for 2h;

: 455-19-6
4-Trifluoromethylbenzaldehyde

: 59-48-3
2-oxoindole

: 931927-97-8
3-(4-trifluoromethylbenzyl)-1,3-dihydroindol-2-one

Conditions

Conditions	Yield
Stage #1: 4-Trifluoromethylbenzaldehyde; 2-oxoindole With pyrrolidine In ethanol for 2h; Reflux; Stage #2: With sodium tetrahydroborate In ethanol at 0 - 20℃; for 2h;	100%
Stage #1: 4-Trifluoromethylbenzaldehyde; 2-oxoindole With pyrrolidine In ethanol for 2h; Reflux; Stage #2: With sodium tetrahydroborate In ethanol at 20℃; for 2h;

: 59-48-3
2-oxoindole

: 120-14-9
3,4-dimethoxy-benzaldehyde

: 3-(3,4-dimethoxybenzyl)indolin-2-one

Conditions

Conditions	Yield
Stage #1: 2-oxoindole; 3,4-dimethoxy-benzaldehyde With pyrrolidine In ethanol for 2h; Reflux; Stage #2: With sodium tetrahydroborate In ethanol at 0 - 20℃; for 2h;	100%

: 59-48-3
2-oxoindole

: 66-99-9
β-naphthaldehyde

: 1202521-48-9
3-(naphthalen-2-ylmethyl)indolin-2-one

Conditions

Conditions	Yield
Stage #1: 2-oxoindole; β-naphthaldehyde With pyrrolidine In ethanol for 2h; Reflux; Stage #2: With sodium tetrahydroborate In ethanol at 0 - 20℃; for 2h;	100%

: 59-48-3
2-oxoindole

: 15971-29-6
4-methoxy-1-naphthaldehyde

: 3-((4-methoxynaphthalen-1-yl)methyl)indolin-2-one

Conditions

Conditions	Yield
Stage #1: 2-oxoindole; 4-methoxy-1-naphthaldehyde With pyrrolidine In ethanol for 2h; Reflux; Stage #2: With sodium tetrahydroborate In ethanol at 0 - 20℃; for 2h;	100%

: 59-48-3
2-oxoindole

: 78646-50-1
2-ethenyl-1-benzothiophene

: 3-(benzo[b]thiophen-2-ylmethyl)indolin-2-one

Conditions

Conditions	Yield
Stage #1: 2-oxoindole; 2-ethenyl-1-benzothiophene With pyrrolidine In ethanol for 2h; Reflux; Stage #2: With sodium tetrahydroborate In ethanol at 0 - 20℃; for 2h;	100%

: 1899-24-7
5-bromo-2-furancarboxaldehyde

: 59-48-3
2-oxoindole

: C13H10BrNO2

Conditions

Conditions	Yield
Stage #1: 5-bromo-2-furancarboxaldehyde; 2-oxoindole With pyrrolidine In ethanol for 2h; Reflux; Stage #2: With sodium tetrahydroborate In ethanol at 0 - 20℃; for 2h;	100%

: 59-48-3
2-oxoindole

: 27508-96-9
5-methoxy-7-methoxyindole-2-carboxylic acid methyl ester

: methyl 4-(indol-2'-yl)-5,7-dimethoxyindole-2-carboxylate

Conditions

Conditions	Yield
With trichlorophosphate at 60℃; for 2.5h;	100%

: 59-48-3
2-oxoindole

: 91-56-5
indole-2,3-dione

: 6011-63-8
3-hydroxy-1,3,1',3'-tetrahydro-[3,3']biindolyl-2,2'-dione

Conditions

Conditions	Yield
With water at 20℃; for 24h;	99%
In ethanol for 9h; Reflux;	96%
With Sulfonic-acid-functionalized nanoporous silica In water at 140℃; for 0.5h; Mechanism; Time; Solvent;	95%

: 59-48-3
2-oxoindole

: 67-64-1
acetone

: 5085-04-1
3-Isopropylidene-1,3-dihydro-indol-2-one

Conditions

Conditions	Yield
With morpholine for 16h; Knoevenagel Condensation; Reflux;	99%
With pyridine; titanium(IV) isopropylate In tetrahydrofuran at 20℃; for 1h; Temperature; Knoevenagel Condensation;	96%
With piperidine In ethanol for 3h; Knoevenagel condensation; Reflux;	92%

: 59-48-3
2-oxoindole

: 74794-91-5
3-(4-bromophenyl)-4,6-dimethoxy-1H-indole

: 3-(4"-bromophenyl)-7-(indol-2'-yl)-4,6-dimethoxyindole

Conditions

Conditions	Yield
With trifluoromethylsulfonic anhydride In chloroform for 0.5h; Ambient temperature;	99%

: 59-48-3
2-oxoindole

: 107-30-2
chloromethyl methyl ether

: 240798-84-9
1-(methoxymethyl)indolin-2-one

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide at 20℃;	99%
Stage #1: 2-oxoindole With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil at 0℃; for 0.5h; Inert atmosphere; Stage #2: chloromethyl methyl ether In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil at 0 - 23℃; for 24h; Inert atmosphere;	79%
Stage #1: 2-oxoindole With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.25h; Stage #2: chloromethyl methyl ether In N,N-dimethyl-formamide at 20℃; for 3h;	63%
With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide at 0℃; for 0.5h;	52%

: 59-48-3
2-oxoindole

: 26018-26-8
5-formyl-4-methyl-1H-pyrrole-2-carboxylic acid ethyl ester

: (Z)-4-methyl-5-(2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-1H-pyrrole-2-carboxylic acid ethyl ester

Conditions

Conditions	Yield
piperidine In ethanol Heating / reflux;	99%
With piperidine In ethanol Heating;	1.98 g

: 59-48-3
2-oxoindole

: 495-76-1
piperonol

: 3-benzo[1,3]dioxol-5-ylmethyl-1,3-dihydroindol-2-one

Conditions

Conditions	Yield
With potassium hydroxide; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] at 110℃; for 15h; Inert atmosphere; Neat (no solvent);	99%
With rhodium(III) chloride hydrate; triphenylphosphine; sodium hydroxide at 110℃; for 20h; Inert atmosphere;	79%
With rhodium(III) chloride hydrate; triphenylphosphine; sodium hydroxide at 110 - 115℃; Sealed tube; Inert atmosphere;	74%

: 59-48-3
2-oxoindole

: 4663-33-6, 62668-02-4, 62839-70-7, 116127-91-4, 132014-29-0, 136981-81-2, 148616-45-9
1,3-diphenyl-3-hydroxypropene

: 1383192-54-8
(E)-1-(1,3-diphenylallyl)indolin-2-one

Conditions

Conditions	Yield
With perrhenic acid anhydride In dichloromethane at 20℃; for 0.166667h;	99%

: 59-48-3
2-oxoindole

: 942264-47-3
C14H9NO4

: 1415650-37-1
C22H14N2O4

Conditions

Conditions	Yield
With piperidine In ethanol at 20℃; for 3h;	99%

Oxindole Chemical Properties

IUPAC Name:1,3-dihydroindol-2-one
Molecular Formula:C₈H₇NO
Molecular Weight:133.147280 g/mol
Melting Point:123-128 °C(lit.)
Boiling Point:227 °C73 mm Hg(lit.)
Flash Point:194-196°C/17mm
Insolubility:Water
EINECS:200-429-5
BRN:114692
CAS DataBase Reference:59-48-3(CAS DataBase Reference)
NIST Chemistry Reference:59-48-3(NIST)
EPA Substance Registry:System 59-48-3(EPA Substance)
Synonyms of 2-OXINDOLE(59-48-3):
OXINDOL;OXINDOLE;O-(AMINOPHENYL)ACETIC ACID LACTAM;TIMTEC-BB SBB004215;1,3-dihydro-2h-indol-2-on;1,3-Dihydro-indol-2-one;1,3-Dihydroindol-2-one;2,3-dihydroindol-2-one;Oxindole
Categories of 2-OXINDOLE(59-48-3):
blocks;IndolesOxindoles;Aromatic Phenylacetic Acids and Derivatives;Indoles and derivatives;Indoline & Oxindole;Indoles;Indole Derivatives

Oxindole Safety Profile

Safety Information of 2-OXINDOLE(59-48-3):
Hazard Codes:Xn

Risk Statements:22
22:Harmful if swallowed
Safety Statements:22-24/25
22:Do not breathe dust
24/25:Avoid contact with skin and eyes
RIDADR:2811
WGK Germany:3
RTECS:NM2080500
HazardClass:6.1(b)
PackingGroup:III
HS Code:29337900

Oxindole Specification

Storage of 2-OXINDOLE(59-48-3):
Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
First Aid Measures of 2-OXINDOLE(59-48-3):
Ingestion:If victim is conscious and alert, give 2-4 cupfuls of milk or water. Never give anything by mouth to an unconscious person. Get medical aid immediately.
Inhalation:Remove from exposure to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Skin:Get medical aid. Flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Eyes:Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.

Product Name

Oxindole

Synthetic route

Oxindole Chemical Properties

Oxindole Safety Profile

Oxindole Specification

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