5-Bromoisatin supplier | CasNO.87-48-9

Name
5-Bromoisatin
EINECS 201-747-7
CAS No. 87-48-9
Article Data106
CAS DataBase
Density 1.826 g/cm³
Solubility
Melting Point 251-253 °C
Formula C₈H₄BrNO₂
Boiling Point 136ºC
Molecular Weight 226.029
Flash Point
Transport Information UN 2811
Appearance Orange crystalline powder
Safety 26-36/39-37/39-36
Risk Codes 37/38-41
Molecular Structure
Hazard Symbols Xi
Synonyms Indole-2,3-dione,5-bromo- (7CI,8CI);Isatin, 5-bromo- (6CI);5-Bromo-1H-indole-2,3-dione;5-Bromo-2,3-indolinedione;5-Bromoindole-2,3-dione;NSC 4980;
PSA 46.17000
LogP 1.72190

Synthetic route

: 66475-83-0
N-(4-bromophenyl)-2-(N-hydroximino)acetamide

: 87-48-9
5-Bromo-1H-indole-2,3-dione

Conditions

Conditions	Yield
With sulfuric acid at 60 - 80℃; for 0.166667h;	96%
With sulfuric acid at 60 - 80℃;	89%
With sulfuric acid at 70℃; for 0.00277778h; Microwave irradiation;	88%

: 20870-78-4
5-bromo-2-indolin-2-one

: 87-48-9
5-Bromo-1H-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;	96%
With tert.-butylnitrite; oxygen In tetrahydrofuran at 50℃; under 760.051 Torr; for 24h; Schlenk technique; Inert atmosphere;	85%
With oxygen; sodium iodide In tetrahydrofuran at 60℃; for 12h; Schlenk technique; chemoselective reaction;	83%

: 3-iodo-5-bromo-1H-indole

: 87-48-9
5-Bromo-1H-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 7h;	94%

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

: 87-48-9
5-Bromo-1H-indole-2,3-dione

Conditions

Conditions	Yield
With bromine; acetic acid at 0℃;	89.43%
With tribromo-isocyanuric acid In trifluoroacetic acid at 20℃; for 0.5h;	85%
With N-Bromosuccinimide In acetonitrile at 20℃; for 96h;	77%

: C9H4BrN3O2

: 87-48-9
5-Bromo-1H-indole-2,3-dione

Conditions

Conditions	Yield
With copper(I) bromide In water; benzonitrile at 140℃; for 4h; Inert atmosphere;	88%

: 10075-50-0
5-bromo-1H-indole

: 87-48-9
5-Bromo-1H-indole-2,3-dione

Conditions

Conditions	Yield
With pyridinium chlorochromate In 1,2-dichloro-ethane at 80℃; for 2.5h;	87%
With indium(III) chloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In water; acetonitrile at 80℃; for 2h;	86%
With N-iodo-succinimide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide at 15 - 25℃; for 3h;	86%

: 22190-33-6
5-bromoindoline

: 87-48-9
5-Bromo-1H-indole-2,3-dione

Conditions

Conditions	Yield
With iodine pentoxide In dimethyl sulfoxide at 80℃;	86%
With o-iodosobenzoic acid; oxygen In dimethyl sulfoxide at 80℃; for 12h; Green chemistry;	78%

: 877-03-2
5-bromo-1H-indole-3-carboxaldehyde

: 87-48-9
5-Bromo-1H-indole-2,3-dione

Conditions

Conditions	Yield
With sodium chloride In water; acetonitrile at 50℃; for 2h; Green chemistry;	85%

: 182344-70-3
5-bromo-indole-1-carboxylic acid tert-butyl ester

A: tert-butyl 5-bromo-3-iodo-1H-indole-1-carboxylate

B: 87-48-9
5-Bromo-1H-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 15 - 25℃; for 3h;	A 85% B 5%

: 302-17-0
chloral hydrate

: 106-40-1
4-bromo-aniline

: 87-48-9
5-Bromo-1H-indole-2,3-dione

Conditions

Conditions	Yield
Stage #1: chloral hydrate; 4-bromo-aniline With sulfuric acid; hydroxylamine hydrochloride; sodium sulfate In water at 130℃; for 1h; Stage #2: With sulfuric acid at 50 - 70℃; for 1.5h;	78%
With hydrogenchloride; hydroxylamine hydrochloride; sodium sulfate In water at 90℃; for 0.0833333h;	67.2%
Stage #1: chloral hydrate; 4-bromo-aniline With hydrogenchloride; hydroxylamine hydrochloride; sodium sulfate In water Stage #2: With sulfuric acid at 60 - 80℃;	67%

: 17630-75-0
5-chloro-indolin-2-one

: 87-48-9
5-Bromo-1H-indole-2,3-dione

Conditions

Conditions	Yield
With tert.-butylnitrite In tetrahydrofuran at 25℃; under 1520.1 Torr;	74%

: 75-87-6
chloral

: 106-40-1
4-bromo-aniline

: 87-48-9
5-Bromo-1H-indole-2,3-dione

Conditions

Conditions	Yield
Stage #1: chloral; 4-bromo-aniline With hydroxylamine hydrochloride; sodium sulfate In water at 80 - 90℃; for 2h; Stage #2: With sulfuric acid In water at 50 - 80℃; for 0.75h;	70%

: 1021235-39-1
N-ethyl-2-(p-tolylamino)acetamide

: 106-40-1
4-bromo-aniline

: 87-48-9
5-Bromo-1H-indole-2,3-dione

Conditions

Conditions	Yield
With oxygen; (R,S)-2-chloropropionic acid In benzonitrile at 70℃; under 760.051 Torr; for 9h;	54.5%

: 3-(2-amino-5-bromophenyl)-2-(dimethyl-l4-sulfanylidene)-3-oxopropanenitrile

: 87-48-9
5-Bromo-1H-indole-2,3-dione

Conditions

Conditions	Yield
With Oxone In tetrahydrofuran; water at 20℃; for 0.166667h; Inert atmosphere;	54%

: 5-bromo-2-methoxy-indol-3-one

: 64-17-5
ethanol

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 85976-21-2
N-(4-bromo-2-(2,2-dibromoacetyl)phenyl)acetamide

: 87-48-9
5-Bromo-1H-indole-2,3-dione

Conditions

Conditions	Yield
With potassium permanganate
Multi-step reaction with 2 steps 1: alcohol; water; hydrobromic acid / man faellt mit Wasser 2: diluted NaOH-solution / Schuetteln mit Luft und nachfolgenden Ansaeuern View Scheme

: 482-89-3
1H,1H'-2,2'-Biindolylidene-3,3'-dione

A: 6374-91-0
5,7-Dibromoisatin

B: 87-48-9
5-Bromo-1H-indole-2,3-dione

Conditions

Conditions	Yield
With bromine

: 92635-29-5
3,3,5-tribromo-2-oxindole

: 87-48-9
5-Bromo-1H-indole-2,3-dione

Conditions

Conditions	Yield
With methanol

: 5-bromo-1-chloro-indoline-2,3-dione

: sodium hydrogensulfite

: 87-48-9
5-Bromo-1H-indole-2,3-dione

Conditions

Conditions	Yield
nachfolgendes Ansaeuern;

: 861527-50-6
5-bromo-benz[c]isoxazole-3-carboxylic acid

: 7664-41-7
ammonia

: iron(II) sulfate

: 87-48-9
5-Bromo-1H-indole-2,3-dione

Conditions

Conditions	Yield
Ansaeuern;

...Expand

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

: 64-19-7
acetic acid

bromine (2 atomene): bromine (2 atomene)

: 87-48-9
5-Bromo-1H-indole-2,3-dione

...Expand

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

bromine water: bromine water

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 5,5'-dibromo-3,3'-dioxo-1,3,1',3'-tetrahydro-[2,2']biindolyl-2,2'-disulfonic acid

Cr2O3-H2SO4: Cr2O3-H2SO4

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: (2-amino-5-bromo-phenyl)-(5-bromo-2-oxo-indolin-3-ylidenamino)-hydroxy-acetic acid

diluted acid: diluted acid

: 87-48-9
5-Bromo-1H-indole-2,3-dione

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

HNO3+H2SO4: HNO3+H2SO4

: 87-48-9
5-Bromo-1H-indole-2,3-dione

Conditions

Conditions	Yield
bei der Nitrierung;

: 7664-93-9
sulfuric acid

: 482-89-3
1H,1H'-2,2'-Biindolylidene-3,3'-dione

potassium bromide: potassium bromide

potassium bromate: potassium bromate

: 87-48-9
5-Bromo-1H-indole-2,3-dione

...Expand

: 7664-93-9
sulfuric acid

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

potassium nitrate: potassium nitrate

: 87-48-9
5-Bromo-1H-indole-2,3-dione

...Expand

: 7732-18-5
water

: 7726-95-6
bromine

: 482-89-3
1H,1H'-2,2'-Biindolylidene-3,3'-dione

A: 6374-91-0
5,7-Dibromoisatin

B: 87-48-9
5-Bromo-1H-indole-2,3-dione

...Expand

dihydrochloride of/the/ compound C16H14O5N4Br2: dihydrochloride of/the/ compound C16H14O5N4Br2

A: 861527-50-6
5-bromo-benz[c]isoxazole-3-carboxylic acid

B: 87-48-9
5-Bromo-1H-indole-2,3-dione

Conditions

Conditions	Yield
With water Behandeln des Niederschlags mit verd. Natronlauge;
With hydrogenchloride

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 13278-67-6
4-(4-methylphenyl)-3-thiosemicarbazide

: 92461-01-3
C16H13BrN4OS

Conditions

Conditions	Yield
In ethanol for 4h; Heating;	100%
With K10 clay In water for 0.1h; Temperature; Time; Microwave irradiation; Green chemistry;	86%

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 17852-52-7, 27918-19-0
4-hydrazinobenzene-1-sulfonamide hydrochloride

: 4-[2-(5-bromo-2-oxo-1,2-dihydro-3H-indol-3-ylidene)hydrazino]benzenesulfonamide

Conditions

Conditions	Yield
In ethanol for 2h; Heating;	100%

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 1077-94-7
5-bromobenzopyrazole-3-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 5-Bromo-1H-indole-2,3-dione With sodium hydroxide In water at 50℃; for 0.333333h; Stage #2: With sulfuric acid; sodium nitrite In water at 0℃; for 1h; Stage #3: With hydrogenchloride; tin(ll) chloride In water at 20℃; for 16h;	100%
Stage #1: 5-Bromo-1H-indole-2,3-dione With sodium hydroxide In water for 1h; Stage #2: With sulfuric acid; sodium nitrite In water at 0℃; Stage #3: With hydrogenchloride; tin(ll) chloride In water at 20℃; for 5h;	30%
Stage #1: 5-Bromo-1H-indole-2,3-dione With sodium hydroxide at 20 - 50℃; for 1.5h; Stage #2: With sulfuric acid; sodium nitrite In water at 0℃; for 0.75h; Stage #3: With hydrogenchloride; tin(ll) chloride In water at 0℃; for 1.16667h;

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 762-04-9
phosphonic acid diethyl ester

: 109-77-3
malononitrile

: 1210948-58-5
diethyl 5-bromo-3-(dicyanomethyl)-2-oxoindolin-3-ylphosphonate

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 0.333333h; Ionic liquid;	100%
With ZnO nano-rods at 20℃; for 0.916667h; Neat (no solvent);	88%
at 50℃; for 1.5h; neat (no solvent);	83%

...Expand

: 111-25-1
1-bromo-hexane

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: C14H16BrNO2

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 110℃; for 16h;	100%

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 74-88-4
methyl iodide

: 2058-72-2
5-bromo-1-methyl-1H-indole-2,3-dione

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 12h;	99%
With caesium carbonate In acetonitrile at 20℃; for 7h;	98%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere;	87%

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 107-21-1
ethylene glycol

: 75822-54-7
5’-bromo-1‘,2’-dihydrospiro[1,3-dioxolane-2,3’-indole]-2’-one

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 5h; Reflux;	99%
With toluene-4-sulfonic acid In toluene for 5h; Reflux;	99%
With toluene-4-sulfonic acid In toluene at 25 - 110℃; for 4h; Inert atmosphere;	91%

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 109-77-3
malononitrile

: 130817-33-3
2-(5-bromo-2-oxoindolin-3-ylidene)malononitrile

Conditions

Conditions	Yield
With 1,3,5-triazine-piperazine immobilised mesoporous silica In tetrahydrofuran at 20℃; for 0.25h;	99%
In water at 20℃; for 0.166667h; Knoevenagel Condensation; Green chemistry;	99%
With water at 20℃; for 0.25h; Knoevenagel condensation; Neat (no solvent);	96%

: 120-72-9
indole

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 1242341-39-4
(S)-5-bromo-3-hydroxy-3-(1H-indol-3-yl)indolin-2-one

Conditions

Conditions	Yield
With 9-O-benzyl-6'-hydroxycinchonidine In tetrahydrofuran at 20℃; for 96h; Friedel Crafts type reaction; Molecular sieve; optical yield given as %ee; enantioselective reaction;	99%

: 1006-94-6
5-methoxylindole

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 1242341-44-1
(S)-5-bromo-3-hydroxy-3-(5-methoxy-1H-indol-3-yl)indolin-2-one

Conditions

Conditions	Yield
With 9-O-benzyl-6'-hydroxycinchonidine In tetrahydrofuran at 20℃; for 96h; Friedel Crafts type reaction; Molecular sieve; optical yield given as %ee; enantioselective reaction;	99%

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 79878-27-6
1-ethyl-7-methyl-4-oxo-1, 4-dihydro-1,8-naphthyridine-3-carbohydrazide

: 1253047-30-1
N'-(5-bromo-2-oxoindolin-3-ylidene)-1-ethyl-1,4-dihydro-7-methyl-4-oxo-1,8-naphthyridine-3-carbohydrazide

Conditions

Conditions	Yield
With acetic acid In ethanol Reflux;	99%

: 1533-03-5
3-(trifluoromethyl)propiophenone

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 1586-30-7
6-bromo-3-methyl-2-(3-trifluoromethyl-phenyl)-quinoline-4-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 3-(trifluoromethyl)propiophenone; 5-Bromo-1H-indole-2,3-dione With potassium hydroxide In ethanol; water at 85℃; for 3h; Stage #2: With hydrogenchloride In water at 0℃; pH=~ 3; Product distribution / selectivity;	99%
Stage #1: 3-(trifluoromethyl)propiophenone; 5-Bromo-1H-indole-2,3-dione With potassium hydroxide In ethanol; water for 1h; Reflux; Stage #2: With hydrogenchloride In ethanol; water pH=3; Product distribution / selectivity;	93%

: 59-48-3
2-oxoindole

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: C16H11BrN2O3

Conditions

Conditions	Yield
With water at 20℃; for 24h;	99%

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 1896-62-4
(E)-benzalacetone

: 1609386-02-8
(E)-5-bromo-3-hydroxy-3-(2-oxo-4-phenylbut-3-en-1-yl)indolin-2-one

Conditions

Conditions	Yield
With L-arginine In methanol at 25℃; for 48h; Aldol Addition;	99%
With L-arginine In methanol at 25℃; for 48h;

: 4149-06-8
3-amino-1-phenyl-2-pyrazolin-5-one

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 83-33-0
inden-1-one

: 5'-bromo-2-phenyl-1,2,5,10-tetrahydro-3H-spiro[indeno[1,2-b]pyrazolo[4,3-e]pyridine-4,3'-indoline]-2',3-dione

Conditions

Conditions	Yield
With acetic acid In water at 90℃; for 5h; Green chemistry;	99%

...Expand

: 50-00-0
formaldehyd

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 79-19-6
thiosemicarbazide

: 59052-85-6
2-(piperazin-1-ylmethyl)-1H-benzimidazole

: C22H23BrN8OS

Conditions

Conditions	Yield
With sulfonic acid immobilized on metformin-p-formylbenzoic acid-based schiff base-coated Fe3O4 nanocatalyst In ethanol for 2h; Reflux;	99%

...Expand

: 50-00-0
formaldehyd

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 79-19-6
thiosemicarbazide

: 55686-91-4
2-(1-piperazinyl)-quinoxaline

: C22H21BrN8OS

Conditions

Conditions	Yield
With sulfonic acid immobilized on metformin-p-formylbenzoic acid-based schiff base-coated Fe3O4 nanocatalyst In ethanol for 2h; Reflux;	99%

...Expand

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 55686-91-4
2-(1-piperazinyl)-quinoxaline

: C21H18BrN5O2

Conditions

Conditions	Yield
With formaldehyd In ethanol; water for 3h; Reflux;	99%

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 79-19-6
thiosemicarbazide

: 4553-11-1
2-(5-bromo-2,3-dihydro-2-oxo-1H-indol-3-ylidene)hydrazinecarbothioamide

Conditions

Conditions	Yield
With sulfonic acid immobilized on metformin-p-formylbenzoic acid-based schiff base-coated Fe3O4 nanocatalyst In ethanol Reflux;	98%
With montmorillonite K10 acid washed clay (H0=-6 to -8) for 0.0666667h; Microwave irradiation; Neat (no solvent);	92%
In acetic acid for 0.5h; Heating;	84%

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 4692-98-2
5-bromoisatoic anhydride

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 2h;	98%
With acetic acid; 3-chloro-benzenecarboperoxoic acid at 20℃; for 4h;	87%
With sulfuric acid; dihydrogen peroxide In water; acetic acid at 60 - 70℃; for 2h;	83%

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 100-44-7
benzyl chloride

: 79183-44-1
1-benzyl-5-bromoisatin

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃;	98%
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃; for 48h; Temperature;	98%
Stage #1: 5-Bromo-1H-indole-2,3-dione With potassium carbonate In acetonitrile at 20℃; for 0.5h; Stage #2: benzyl chloride In acetonitrile at 80℃; for 3h;	92%
With potassium hydroxide In ethanol at 60℃; for 1.5h;	69%
With potassium carbonate In N,N-dimethyl-formamide Reflux;

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 21204-67-1
methyl (triphenylphosphoranylidene)acetate

: [5-Bromo-2-oxo-1,2-dihydro-indol-(3Z)-ylidene]-acetic acid methyl ester

Conditions

Conditions	Yield
In 1,4-dioxane Heating;	98%

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 21204-67-1
methyl (triphenylphosphoranylidene)acetate

A: 791-28-6
Triphenylphosphine oxide

B: [5-Bromo-2-oxo-1,2-dihydro-indol-(3Z)-ylidene]-acetic acid methyl ester

Conditions

Conditions	Yield
for 3h; Wittig reaction; Heating;	A n/a B 98%

...Expand

: 120-72-9
indole

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 5’-bromo-1H,1’’H-[3,3’:3’,3’’-terbenzo[b]pyrrol]-2’(1’H)-one

Conditions

Conditions	Yield
In water at 70℃; for 0.166667h;	98%
With titanium(IV) oxide In water at 20℃; Green chemistry;	98%
With Fe3O4(at)SiO2(at)Bi2O3 nanoparticles In water at 80℃; for 0.5h;	97%

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 4-(6-nitro-2-benzothiazolyl)thiosemicarbazide

: C16H9BrN6O3S2

Conditions

Conditions	Yield
With acetic acid In ethanol for 24h; pH=5 - 6; Heating;	98%

: 89335-21-7
2-{[5-(4-methoxyphenyl)-1,3,5-oxadiazol-2-yl]imino}-4-thiazolidinone

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 5-Bromo-3-[2-[(E)-5-(4-methoxy-phenyl)-[1,3,4]oxadiazol-2-ylimino]-4-oxo-thiazolidin-(5Z)-ylidene]-1,3-dihydro-indol-2-one

Conditions

Conditions	Yield
With sodium acetate; acetic anhydride In acetic acid at 150 - 160℃; for 5h;	98%

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 126-81-8
dimedone

: 109-77-3
malononitrile

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

Conditions

Conditions	Yield
With silica-bonded 5-n-propyl-octahydro-pyrimido[1,2-a]azepinium chloride In ethanol at 20℃; for 2.5h;	98%
With mesoporous silica SBA-15 supported 1,4-diazabicyclo[2.2.2]octane In water at 50℃; for 0.05h; Temperature; Time;	97%
With caspian isinglass In water at 60℃; for 0.0833333h;	97%

...Expand

: 95-20-5
2-methyl-1H-indole

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 695159-60-5
5-bromo-3,3-bis(2-methyl-1H-indol-3-yl)indolin-2-one

Conditions

Conditions	Yield
With carboxylic acid supported on ferrite-silica nanoparticle In water at 80℃; for 0.5h; Green chemistry;	98%
With sulfuric acid-functionalized magnetite nanoparticles In acetonitrile at 20℃; for 1h; Sonication;	96%
With Fe3O4(at)SiO2(at)Bi2O3 nanoparticles In water at 80℃; for 0.416667h;	96%

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 51-35-4
4R-4-hydroxyproline

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

Conditions

Conditions	Yield
With cetyltrimethylammonim bromide In water at 80℃; for 0.5h; Green chemistry;	98%
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;	95%

: 603-76-9
1-methylindole

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 695158-31-7
5-bromo-3,3-bis(1-methyl-1H-indol-3-yl)indolin-2-one

Conditions

Conditions	Yield
With silica In neat (no solvent) at 20℃; for 0.0166667h; Green chemistry;	98%
With H6P2W18O62 In water at 60℃; for 0.5h;	92%
With 1,4-diazaniumbicyclo[2.2.2]octane diacetate for 0.166667h;	92%

5-Bromoisatin Specification

The 5-Bromoindole-2,3-dione with CAS registry number of 87-48-9 is also known as 5-Bromoisatin. The IUPAC name is 5-Bromo-1H-indole-2,3-dione. It belongs to product categories of Indole/indoline/oxindole; Indole and Indoline; Indane/Indanone and Derivatives; Indoles; Simple Indoles; Halogenated Heterocycles; Heterocyclic Building Blocks; IndolesBuilding Blocks. Its EINECS registry number is 201-747-7. In addition, the formula is C₈H₄BrNO₂ and the molecular weight is 226.03. This chemical is a orange crystalline powder and should be sealed in cool, dry place.

Physical properties about 5-Bromoindole-2,3-dione are: (1)ACD/LogP: 1.33; (2)ACD/LogD (pH 5.5): 1.33; (3)ACD/LogD (pH 7.4): 1.31; (4)ACD/BCF (pH 5.5): 6.04; (5)ACD/BCF (pH 7.4): 5.78; (6)ACD/KOC (pH 5.5): 126.08; (7)ACD/KOC (pH 7.4): 120.73; (8)#H bond acceptors: 3; (9)#H bond donors: 1; (10)Index of Refraction: 1.649; (11)Molar Refractivity: 45.11 cm³; (12)Molar Volume: 123.7 cm³; (13)Surface Tension: 58.4 dyne/cm; (14)Density: 1.826 g/cm³.

Preparation of 5-Bromoindole-2,3-dione: it is prepared by reaction of indole-2,3-dione. The reaction needs reagents N-bromosaccharin, SiO₂ and solvent CH₂Cl₂ at the temperature of 20 °C for 12 hours. The yield is about 58%.

5-Bromoindole-2,3-dione is prepared by reaction of indole-2,3-dione.

Uses of 5-Bromoindole-2,3-dione: it is used to produce 6-bromo-2-thiophen-2-yl-quinoline-4-carboxylic acid by reaction with 1-thiophen-2-yl-ethanone. The reaction occurs with solvents NaOH, water and other condition of heating for 2 hours. The yield is about 76%.

5-Bromoindole-2,3-dione is used to produce 6-bromo-2-thiophen-2-yl-quinoline-4-carboxylic acid by reaction with 1-thiophen-2-yl-ethanone.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to respiratory system and skin. What's more, it has risk of serious damage to eyes. During using it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=CC2=C(C=C1Br)C(=O)C(=O)N2
2. InChI: InChI=1S/C8H4BrNO2/c9-4-1-2-6-5(3-4)7(11)8(12)10-6/h1-3H,(H,10,11,12)
3. InChIKey: MBVCESWADCIXJN-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	437mg/kg (437mg/kg)	LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION	Pharmaceutical Chemistry Journal Vol. 15, Pg. 858, 1981.
mouse	LD50	oral	3430mg/kg (3430mg/kg)	BEHAVIORAL: EXCITEMENT BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(2), Pg. 93, 1988.
rat	LD50	intraperitoneal	680mg/kg (680mg/kg)	BEHAVIORAL: EXCITEMENT BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(2), Pg. 93, 1988.

Product Name

5-Bromoisatin

Synthetic route

5-Bromoisatin Specification

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