Isatin supplier | CasNO.91-56-5

Name
Isatin
EINECS 202-077-8
CAS No. 91-56-5
Article Data309
CAS DataBase
Density 1.367 g/cm³
Solubility Soluble in water (1.9 g/L at 20°C).
Melting Point 193-195 °C (dec.)(lit.)
Formula C₈H₅NO₂
Boiling Point 360.3 °C at 760 mmHg
Molecular Weight 147.133
Flash Point 171.7 °C
Transport Information
Appearance yellow to reddish crystalline solid
Safety 26-36-24/25
Risk Codes 36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms Indole-2,3-dione(8CI);2,3-Dihydro-1H-indole-2,3-dione;2,3-Dihydroindole-2,3-dione;2,3-Diketoindoline;2,3-Dioxo-2,3-dihydroindole;2,3-Dioxoindoline;2,3-Indolindione;2,3-Indolinedione;Isatic acid lactam;Isatin;Isatine;Isatinic acid anhydride;NSC 9262;Pseudoisatin;o-Aminobenzoylformic anhydride;
PSA 46.17000
LogP 0.95940

Synthetic route

: 42366-35-8, 1769-41-1
hydroxyimino-N-phenylacetamide

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

Conditions

Conditions	Yield
With sulfuric acid at 20 - 30℃; for 1.66667h; Temperature;	99%
With sulfuric acid at 70℃; for 0.00277778h; Microwave irradiation;	85%
With sulfuric acid at 65 - 90℃; for 0.5h;	81.3%

: 2-(2-aminophenyl)-N-hexyl-2-oxoacetamide

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

Conditions

Conditions	Yield
With hydrogenchloride In tetrahydrofuran; water at 20℃; for 5h;	99%

: 64784-13-0, 482-89-3, 141901-19-1
indigo

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

Conditions

Conditions	Yield
With ozone In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide at 70℃; for 24h; Solvent; Temperature; Large scale;	98.2%
With potassium dichromate; sulfuric acid In water at 43℃; for 1.5h; Cooling;	90%
With potassium dichromate; sulfuric acid In water at 43℃; for 1.5h;	90%
With potassium dichromate; sulfuric acid In water at 43℃; for 1.5h; Cooling;	90%
With potassium dichromate; sulfuric acid In water

: 92635-28-4
3,3-dibromo-1-methoxy-2-oxindole

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

Conditions

Conditions	Yield
With methanol Heating;	98%

: 1477-50-5
Indole-2-carboxylic acid

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

Conditions

Conditions	Yield
With oxygen; Rose Bengal lactone In water; N,N-dimethyl-formamide for 48h; Inert atmosphere; Irradiation;	98%

: 59-48-3
2-oxoindole

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

Conditions

Conditions	Yield
With oxygen; copper(II) acetate monohydrate; potassium carbonate In N,N-dimethyl-formamide at 50℃; under 760.051 Torr; for 0.5h;	95%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; oxygen In acetonitrile at 20℃; for 2h; Reagent/catalyst; Solvent;	94%
With tert.-butylhydroperoxide In decane; acetonitrile at 80℃; for 0.285h; Catalytic behavior; Flow reactor; Green chemistry;	90%

: 113783-27-0
1-(2-iodoethynyl)-2-nitrobenzene

A: 2-iodo-3-oxo-3H-indole 1-oxide

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

Conditions

Conditions	Yield
With copper(I) bromide dimethylsulfide complex In tetrahydrofuran for 16h; Inert atmosphere; Reflux;	A 89% B 8%

: 3-(tert-butylperoxy)-3-(4-methylbenzyl)indolin-2-one

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

B: 104-87-0
4-methyl-benzaldehyde

Conditions

Conditions	Yield
With iron(III) chloride hexahydrate In acetonitrile at 100℃; Sealed tube;	A 88% B 89%

: 26340-47-6
3-Iodo-1H-indole

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

Conditions

Conditions	Yield
With N-iodo-succinimide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide at 25 - 35℃; for 6h;	89%

: 14204-24-1
N-(phenylthio)succinimide

: 3-((4-chlorophenyl)thio)indolin-2-one

A: C20H14ClNOS2

B: C20H14ClNOS2

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

Conditions

Conditions	Yield
With dihydroquinine In dichloromethane at -70℃; for 12h; Reagent/catalyst; enantioselective reaction;	A n/a B 88% C 7%
With C29H44N3O3P In tetrahydrofuran at -70℃; for 84h; Reagent/catalyst; enantioselective reaction;	A n/a B 20% C 71%

...Expand

: 3-(tert-butylperoxy)-3-(4-methoxybenzyl)indolin-2-one

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

B: 123-11-5
4-methoxy-benzaldehyde

Conditions

Conditions	Yield
With iron(III) chloride hexahydrate In acetonitrile at 100℃; Sealed tube;	A 88% B 82%

: 61-71-2
dioxindol

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

Conditions

Conditions	Yield
With di-tert-butyl peroxide; copper diacetate In 1,4-dioxane at 120℃; Schlenk technique;	87%
With ammonium nitrate; acetic acid

: 23706-25-4
3-thiocyanatoindole

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

Conditions

Conditions	Yield
With cerium(III) chloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In water; acetonitrile at 80℃; for 2.5h;	87%

: 7218-25-9
1-(Chloroacetyl)-1H-indole-2,3-dione

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

Conditions

Conditions	Yield
With thiourea In ethanol at 20 - 78℃;	87%

: 487-89-8
Indole-3-carboxaldehyde

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

Conditions

Conditions	Yield
With cerium(III) chloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In water; acetonitrile at 80℃; for 3h;	85%
With Oxone; sodium chloride In water; acetonitrile at 50℃; for 2h; Green chemistry;	84%
With indium(III) chloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In water; acetonitrile at 80℃; for 2.5h;	79%
With pyridinium chlorochromate In 1,2-dichloro-ethane at 80℃; for 4h;	75%

: 496-15-1
1-indoline

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

Conditions

Conditions	Yield
With o-iodosobenzoic acid; oxygen In dimethyl sulfoxide at 80℃; for 12h; Green chemistry;	84%
With iodine pentoxide In dimethyl sulfoxide at 80℃; Temperature; Reagent/catalyst;	76%
With tert.-butylhydroperoxide; iodine In dimethyl sulfoxide at 80℃; for 24h;	30%

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

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

Conditions

Conditions	Yield
With copper(I) bromide In water; benzonitrile at 140℃; for 3h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere;	84%

: 113783-27-0
1-(2-iodoethynyl)-2-nitrobenzene

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

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride In acetone at 60℃; for 4h; Inert atmosphere;	83%
With copper(I) bromide dimethylsulfide complex In tetrahydrofuran for 16h; Reagent/catalyst; Solvent; Inert atmosphere; Reflux;	60%

: 576-15-8
N-acetylindole

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

Conditions

Conditions	Yield
With pyridinium chlorochromate In 1,2-dichloro-ethane at 80℃; for 3h;	82%

: 2216-92-4
N-phenylglycine ethyl ester

: 62-53-3
aniline

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

Conditions

Conditions	Yield
With trifluoroacetic acid In ethanol at 70℃; for 10h;	81.6%

: 3-(2-aminophenyl)-2-(dimethyl-1-sulfonylidene)-3-oxopropanenitrile

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

Conditions

Conditions	Yield
With Oxone In tetrahydrofuran; water at 20℃; for 0.166667h; Solvent; Inert atmosphere;	81%

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

: 613-94-5
benzoic acid hydrazide

: 55711-62-1
isatine 3-benzoylhydrazone

Conditions

Conditions	Yield
at 20℃; for 3h; Solid phase reaction; condensation;	100%
In methanol for 0.5h; Heating;	75%
With ethanol
In ethanol

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

: 95-54-5
1,2-diamino-benzene

: 243-59-4
indophenazine

Conditions

Conditions	Yield
In 1,4-dioxane for 0.25h; Heating;	100%
In acetic acid for 0.1h; Microwave irradiation;	97%
With acetic acid Sealed tube; Microwave irradiation;	95%

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

: 74-88-4
methyl iodide

: 2058-74-4
1-methyl-1H-indole-2,3-dione

Conditions

Conditions	Yield
Stage #1: indole-2,3-dione With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.0833333h; Stage #2: methyl iodide In N,N-dimethyl-formamide; mineral oil at 25℃; for 12h;	100%
With potassium carbonate	99%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 12h;	98%

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

: 118-48-9
isatoic anhydride

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 24h; Inert atmosphere; Photolysis;	100%
With tert.-butylhydroperoxide In water at 100℃; for 2h; Green chemistry;	90%
With diphenyl diselenide; dihydrogen peroxide In N,N-dimethyl-formamide; acetonitrile at 25℃; for 8h; Solvent; Temperature; Reagent/catalyst; Time; Baeyer-Villiger Ketone Oxidation; Schlenk technique; Green chemistry;	88%

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

: 4498-67-3
1H-Indazole-3-carboxylic acid

Conditions

Conditions	Yield
Stage #1: indole-2,3-dione With sodium hydroxide In water at 20 - 50℃; for 1.5h; Stage #2: With sulfuric acid; sodium nitrite In water at 0℃; for 1h; Stage #3: With hydrogenchloride; tin(ll) chloride In water for 1.16667h;	100%
With sodium hydroxide; sulfuric acid; sulfur dioxide; sodium nitrite Reagens 4: Zinnchloruer;
With sulfuric acid; sodium nitrite danach SnCl2;

: 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%

: 3027-05-2
N,N'-diacetylpiperazin-2,5-dione

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

: 117563-29-8
3,6-bis(2-oxo-1,2-dihydroindol-3-ylidene)piperazine-2,5-dione

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 25℃; for 4h;	100%
With triethylamine In N,N-dimethyl-formamide at 20℃; Knoevenagel condensation;	90%
With triethylamine In N,N-dimethyl-formamide at 40℃; for 5h;

: 109-65-9
1-bromo-butane

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

: 4290-91-9
N-butylisatin

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 12h;	100%
With caesium carbonate In N,N-dimethyl-formamide at 140℃; Microwave irradiation;	93%
With potassium carbonate In N,N-dimethyl-formamide for 0.05h; microwave irradiation;	90%

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

: 75-03-6
ethyl iodide

: 4290-94-2
N-ethylisatin

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 72h;	100%
With potassium carbonate In N,N-dimethyl-formamide for 0.05h; microwave irradiation;	90%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;	90%

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

: 105-36-2
ethyl bromoacetate

: 41042-21-1
(1-ethoxycarbonylmethyl)isatin

Conditions

Conditions	Yield
Stage #1: indole-2,3-dione With calcium hydride In N,N-dimethyl-formamide at 100℃; for 1h; Stage #2: ethyl bromoacetate In N,N-dimethyl-formamide at 100℃; for 4h;	100%
Stage #1: indole-2,3-dione With aluminum oxide; potassium fluoride In acetonitrile for 0.0833333h; Stage #2: ethyl bromoacetate In acetonitrile for 21h; Reflux;	97%
With KF-Celite In 2-methyltetrahydrofuran for 4h; Reflux; chemoselective reaction;	93%

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

: 107608-60-6
(3-Methyl-7-β-phenylethylxanthinyl-8) thioacetic hydrazide

: 107608-68-4
(3-Methyl-2,6-dioxo-7-phenethyl-2,3,6,7-tetrahydro-1H-purin-8-ylsulfanyl)-acetic acid [2-oxo-1,2-dihydro-indol-(3Z)-ylidene]-hydrazide

Conditions

Conditions	Yield
With acetic acid In ethanol Heating;	100%

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

: 106-96-7
propargyl bromide

: 4290-87-3
1-prop-2-ynyl-1H-indole-2,3-dione

Conditions

Conditions	Yield
Stage #1: indole-2,3-dione With potassium carbonate In N,N-dimethyl-formamide for 0.333333h; Cooling with ice; Stage #2: propargyl bromide In N,N-dimethyl-formamide at 20℃; for 3h;	100%
With potassium carbonate In N,N-dimethyl-formamide; toluene at 50℃; for 0.0833333h; Solvent; Time; Microwave irradiation;	97.2%
With KF-Celite In 2-methyltetrahydrofuran for 3h; Reflux; chemoselective reaction;	95%

: 102978-41-6
4'-ethyl-1',4',7',8'-tetrahydro-4'-hydroxy-3'H,10'H-spiro[1,3-dioxolane-2,6'-pyrano[3,4-f]indolizine]-3',10'-dione

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

: 7-carboxylic acid 20(R,S)-camptothecin

Conditions

Conditions	Yield
With hydrogenchloride; acetic acid at 105℃; for 15h;	100%

: 624-78-2
N-Ethylmethylamine

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

: (2-Amino-phenyl)-oxo-acetic acid; compound with ethyl-methyl-amine

Conditions

Conditions	Yield
In water Heating;	100%

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

: 142-84-7
di-n-propylamine

: (2-Amino-phenyl)-oxo-acetic acid; compound with dipropyl-amine

Conditions

Conditions	Yield
In water Heating;	100%

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

: 109-89-7
diethylamine

: (2-Amino-phenyl)-oxo-acetic acid; compound with diethyl-amine

Conditions

Conditions	Yield
In water Heating;	100%

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

: 108-18-9
diisopropylamine

: (2-Amino-phenyl)-oxo-acetic acid; compound with diisopropyl-amine

Conditions

Conditions	Yield
In water Heating;	100%

: 24424-99-5
di-tert-butyl dicarbonate

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

: 160858-75-3
1-tert-butoxycarbonylisatin

Conditions

Conditions	Yield
With dmap Inert atmosphere;	100%
With dmap In tetrahydrofuran at 20℃; for 5h;	100%
With dmap In tetrahydrofuran at 20℃; for 6h; Inert atmosphere;	96%

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

: 67-64-1
acetone

A: (R)-3-hydroxy-3-(2'-oxopropyl)indolin-2-one

B: (S)-3-(2-oxopropyl)-3-hydroxyindolin-2-one

Conditions

Conditions	Yield
With D-Pro-L-β3-hPhg-OBn; water at -15℃; for 16h; optical yield given as %ee;	A 100% B n/a
With Na(1+)-Montmorillonite-entrapped N-(2-thiophenesulfonyl)-L-prolinamide; trifluoroacetic acid In water at 20℃; for 40h; optical yield given as %ee;	A 99% B n/a
With 1,1′-binaphthyl-2,2′-diamine-L-prolinamide In neat (no solvent) at 25℃; for 24h; Solvent; Temperature; Reagent/catalyst; stereoselective reaction;	A n/a B 98%

...Expand

: 593-56-6
N-methoxylamine hydrochloride

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

: 107976-78-3
1H-indole-2,3-dione 3-(O-methyloxime)

Conditions

Conditions	Yield
With dipotassium hydrogenphosphate In methanol at 20℃; for 2h;	100%
With sodium hydrogencarbonate In methanol; water at 50℃; for 8h;	92%
With sodium hydrogencarbonate In methanol; water at 20℃; for 1.08333h;	80%

: 17515-77-4
2-(bromomethyl)-5-(trifluoromethyl)furan

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

: 1019767-70-4
1-{[5-(trifluoromethyl)furan-2-yl]methyl}-1H-indole-2,3-dione

Conditions

Conditions	Yield
Stage #1: indole-2,3-dione With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: 2-(bromomethyl)-5-(trifluoromethyl)furan In N,N-dimethyl-formamide at 20℃;	100%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1.5h; Concentration; Reagent/catalyst; Solvent; Temperature; Time; Inert atmosphere;	100%
With potassium carbonate In dimethyl sulfoxide at 20 - 30℃;	96.4%
Stage #1: indole-2,3-dione With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; Stage #2: 2-(bromomethyl)-5-(trifluoromethyl)furan In N,N-dimethyl-formamide at 20℃; for 1h;	32%
Stage #1: indole-2,3-dione With potassium carbonate In N,N-dimethyl-formamide at 45℃; for 0.416667h; Inert atmosphere; Large scale; Stage #2: 2-(bromomethyl)-5-(trifluoromethyl)furan In N,N-dimethyl-formamide at 45 - 54℃; for 2h; Inert atmosphere; Large scale;

: 533-31-3
Sesamol

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

: 1019771-89-1
3-hydroxy-3-(6-hydroxy-1,3-benzodioxol-5-yl)-1,3-dihydro-2H-indol-2-one

Conditions

Conditions	Yield
Stage #1: Sesamol With isopropylmagnesium chloride In tetrahydrofuran at 0 - 4℃; for 2h; Industry scale; Stage #2: indole-2,3-dione In tetrahydrofuran at -5 - 3℃; Industry scale; Stage #3: With water; ammonium chloride In tetrahydrofuran at 3 - 4℃; Industry scale;	100%
Stage #1: Sesamol With isopropylmagnesium chloride In tetrahydrofuran at 0 - 5℃; for 2.5h; Stage #2: indole-2,3-dione In tetrahydrofuran at 0 - 20℃; for 19h;	98%
With potassium carbonate In tetrahydrofuran for 17h; Solvent; Inert atmosphere;
With triethylamine In tert-butyl methyl ether at 25℃; for 15h; Inert atmosphere;
In water at 20℃;

: 1647-26-3
1-bromo-2-cyclohexylethane

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

: 1048973-34-7
1-(2-cyclohexylethyl)-isatin

Conditions

Conditions	Yield
Stage #1: indole-2,3-dione With sodium hydride In N,N-dimethyl-formamide at 20℃; for 2h; Stage #2: 1-bromo-2-cyclohexylethane In N,N-dimethyl-formamide at 20℃;	100%
Stage #1: indole-2,3-dione With sodium hydride In N,N-dimethyl-formamide at 20℃; for 2h; Stage #2: 1-bromo-2-cyclohexylethane In N,N-dimethyl-formamide at 20℃;	100%

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

: 762-04-9
phosphonic acid diethyl ester

: 109-77-3
malononitrile

: 1210948-52-9
diethyl (3-(dicyanomethyl)-2-oxoindolin-3-yl)phosphonate

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 0.283333h; Reagent/catalyst; Time; Solvent; Ionic liquid; Large scale;	100%
With ZnO nano-rods at 20℃; for 1h; Neat (no solvent);	98%
at 50℃; for 2h; neat (no solvent);	81%

...Expand

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

: ethyl 2-amino-2-hydrazonoacetate

: 1394237-93-4
C12H10N4O2

Conditions

Conditions	Yield
Stage #1: indole-2,3-dione; ethyl 2-amino-2-hydrazonoacetate In ethanol at 20℃; Reflux; Inert atmosphere; Stage #2: In bromobenzene for 24h; Inert atmosphere; Reflux;	100%

: 5-(1',2',3',4'-tetrahydroxybutyl)-2-methylfuran-3-carbohydrazide

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

: 5-(1',2',3',4'-tetrahydroxybutyl)-2-methyl-N-(2-oxoindolin-3-ylidene)furan-3-carbohydrazide

Conditions

Conditions	Yield
With acetic acid In ethanol for 1h; Reflux;	100%

: 1898-06-2
3-amino-2-methyl-4-oxoquinazoline

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

: 101507-96-4
indolo[3',2':3,4]pyridazino[6,1-b]quinazolin-7(14H)-one

Conditions

Conditions	Yield
With 2,3,4,5,6-pentafluorophenol at 80℃; for 2h;	100%

: 2417-72-3
Methyl 4-(bromomethyl)benzoate

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

: 380567-18-0
methyl 4-((2,3-dioxoindolin-1-yl)methyl)benzoate

Conditions

Conditions	Yield
Stage #1: indole-2,3-dione With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.0833333h; Stage #2: Methyl 4-(bromomethyl)benzoate In N,N-dimethyl-formamide; mineral oil at 25℃; for 12h;	100%
With sodium hydride In N,N-dimethyl-formamide at 0℃; for 48.0833h;	52%
Stage #1: indole-2,3-dione With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h; Stage #2: Methyl 4-(bromomethyl)benzoate In N,N-dimethyl-formamide; mineral oil
Stage #1: indole-2,3-dione With potassium carbonate In N,N-dimethyl-formamide for 0.75h; Stage #2: Methyl 4-(bromomethyl)benzoate With potassium iodide In N,N-dimethyl-formamide at 80℃;
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide

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

: 88116-02-3
1-bromomethyl-2-[(phenylsulfonyl)methyl]benzene

: (1-(2-benzenesulfonylmethyl-benzyl)-1H‑indole-2,3-dione)

Conditions

Conditions	Yield
Stage #1: indole-2,3-dione With potassium carbonate In N,N-dimethyl-formamide at 0℃; for 0.333333h; Stage #2: 1-bromomethyl-2-[(phenylsulfonyl)methyl]benzene In N,N-dimethyl-formamide at 20℃; for 3h;	100%

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

: 20780-74-9
7-bromoisatin

Conditions

Conditions	Yield
With N-Bromosuccinimide at 20℃; for 24h;	100%

Isatin Chemical Properties

IUPAC: 1H-indole-2,3-dione
CAS:91-56-5
The Molecular formula of INDOLE-2,3-DIONE(91-56-5):C₈H₅NO₂
The Molecular Weight of INDOLE-2,3-DIONE(91-56-5):147.13
Synonyms:Isatin;TIMTEC-BB SBB009100;O-AMINOPHENYLGLYOXALIC LACTIM;O-AMINOBENZOYLFORMIC ACID;O-AMINOBENZOYLFORMIC ANHYDRIDE;AKOS BBS-00003223;2,3-DIKETOINDOLINE;2,3-DIHYDROINDOLE-2,3-DIONE;2,3-INDOLEDIONE
EINECS:202-077-8
Density:1.367g/cm³
Melting Point:198-204^oC (Decomposes)(lit.)
Boiling Point:360.3^oC at 760 mmHg
Flash Point:220^oC
Solubility:Slightly soluble SOLVENT AUTOIGNITION
Appearance:yellow to reddish crystalline solid
liansport Information:25kgs
Product Categories:Intermediates;Heterocyclic Compounds;Indoles;Simple Indoles
Mol File:91-56-5.mol
storage temp.:Store at RT.
Decomposition:194^oC
Merck:14,5104
BRN:383659

Isatin History

INDOLE-2,3-DIONE(91-56-5) is an indole derivative. In 1841, Erdman and Laurent first obtained the compound as a product from the oxidation of indigo dye by nitric acid and chromic acids. The compound is found in many plants.Schiff bases of INDOLE-2,3-DIONE are investigated for their pharmaceutical properties.It was observed that it forms a blue dye if it is mixed with sulfuric acid and crude benzene. The formation of the blue indophenin was long believed to be a reaction with benzene. Victor Meyer was able to isolate the substance responsible for this reaction from benzene. This new heterocyclic compound was thiophene.

Isatin Uses

Indole-2,3-dione(91-56-5) is an endogenous monoamine oxidase inhibitor that is involved in stress and anxiety. It is an inhibitor of alkaline phosphatase, nitric oxide (NO)-stimulated soluble guanylate cyclase, and other enzymes.

Isatin Production

INDOLE-2,3-DIONE(91-56-5) can be produced by cyclicizing the condensation product of chloral hydrate, aniline and hydroxylamine in sulfuric acid.

Isatin Toxicity Data With Reference

1.	orl-rat LDLo:5 g/kg	IJPPAZ Indian Journal of Physiology and Pharmacology. 6 (1962),145.
2.	orl-mus LD50:300 mg/kg	NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. 55 (1959),1514.
3.	ipr-mus LD50:563 mg/kg	PCJOAU Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. 15 (1981),858.

Isatin Consensus Reports

Reported in EPA TSCA Inventory.

Isatin Safety Profile

Poison by ingestion. Moderately toxic by intraperitoneal route. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NO_x. See also ANHYDRIDES.

Safty informations about INDOLE-2,3-DIONE(91-56-5):
Hazard Codes:Xi,Xn
Risk Statements:36/37/38-20/21/22
36/37/38 (Irritating to the eyes ,piratory system and skin)
20/21/22(Harmful by inhalation, in contact with skin and if swallowed)
Safety Statements:26-36-24/25
26 (In case of contact with eyes,rinse immediately with plenty of water and seek medical advice)
36 (Wear suitable protective clothing)
24/25(Avoid contact with skin and eyes)
WGK Germany:1
RIDADR:2811
RTECS:NL7873000
HazardClass:6.1(b)
PackingGroup:III
HS Code:29337900

Isatin Specification

Handling and Storage
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage: Store in a cool, dry place. Store in a tightly closed container.

Product Name

Isatin

Synthetic route

Isatin Chemical Properties

Isatin History

Isatin Uses

Isatin Production

Isatin Toxicity Data With Reference

Isatin Consensus Reports

Isatin Safety Profile

Isatin Specification

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