Product Name

  • Name

    5-Methylisatin

  • EINECS 210-152-1
  • CAS No. 608-05-9
  • Article Data113
  • CAS DataBase
  • Density 1.301 g/cm3
  • Solubility
  • Melting Point 180 °C (dec.)(lit.)
  • Formula C9H7NO2
  • Boiling Point
  • Molecular Weight 161.16
  • Flash Point
  • Transport Information
  • Appearance orange crystalline
  • Safety 22-24/25-36-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 608-05-9 (5-Methylisatin)
  • Hazard Symbols IrritantXi
  • Synonyms Indole-2,3-dione,5-methyl- (7CI,8CI);Isatin, 5-methyl- (6CI);5-Methyl-1H-indole-2,3-dione;5-Methyl-2,3-indolinedione;5-Methylindole-2,3-dione;NSC 9398;
  • PSA 46.17000
  • LogP 1.26780

Synthetic route

2-Diethylamino-5-methyl-indol-3-on

2-Diethylamino-5-methyl-indol-3-on

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

Conditions
ConditionsYield
With hydrogenchloride In ethanol100%
2-(2-amino-5-methylphenyl)-N-hexyl-2-oxoacetamide

2-(2-amino-5-methylphenyl)-N-hexyl-2-oxoacetamide

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran; water at 20℃;99%
2-hydroxyimino-N-p-tolyl-acetamide
1132-40-7

2-hydroxyimino-N-p-tolyl-acetamide

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

Conditions
ConditionsYield
With sulfuric acid at 20 - 30℃; for 1.66667h;97.3%
Stage #1: 2-hydroxyimino-N-p-tolyl-acetamide With sulfuric acid at 60 - 80℃;
Stage #2: With water for 0.5h; Cooling with ice;
86.9%
Stage #1: 2-hydroxyimino-N-p-tolyl-acetamide With sulfuric acid at 20℃; Sandmeyer reaction;
Stage #2: With water Cooling with ice;
85%
N-tert-butyl-(2-amino-5-methyl-phenyl)-glyoxylamide

N-tert-butyl-(2-amino-5-methyl-phenyl)-glyoxylamide

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran; water at 20℃; for 5h;92.7%
5-methylindolin-2-one
3484-35-3

5-methylindolin-2-one

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

Conditions
ConditionsYield
With oxygen; sodium iodide In tetrahydrofuran at 60℃; for 12h; Schlenk technique; chemoselective reaction;92%
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 18h;
5-methyl-2,3-dihydro-1H-indole
65826-95-1

5-methyl-2,3-dihydro-1H-indole

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

Conditions
ConditionsYield
With iodine pentoxide In dimethyl sulfoxide at 80℃;88%
With o-iodosobenzoic acid; oxygen In dimethyl sulfoxide at 80℃; for 12h; Green chemistry;83%
(Z)-2-(hydroxylimino)-N-p-tolylacetamide
1233474-66-2

(Z)-2-(hydroxylimino)-N-p-tolylacetamide

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

Conditions
ConditionsYield
With sulfuric acid at 50 - 80℃;86.9%
5-methyl-1H-indole
614-96-0

5-methyl-1H-indole

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

Conditions
ConditionsYield
With oxygen; Rose Bengal lactone In water; N,N-dimethyl-formamide for 18h; Inert atmosphere; Irradiation;86%
With N-iodo-succinimide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide at 15 - 25℃; for 4h;83%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; oxygen In acetonitrile at 20℃; for 11h;82%
With tert.-butylhydroperoxide; iodine In dimethyl sulfoxide at 80℃; for 24h;64%
C10H7N3O2

C10H7N3O2

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

Conditions
ConditionsYield
With copper(I) bromide In water; benzonitrile at 140℃; for 4h; Inert atmosphere;86%
chloral hydrate
302-17-0

chloral hydrate

p-toluidine
106-49-0

p-toluidine

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

Conditions
ConditionsYield
Stage #1: chloral hydrate; p-toluidine With sulfuric acid; hydroxylamine hydrochloride; sodium sulfate In water at 130℃; for 0.5h;
Stage #2: With sulfuric acid at 50 - 70℃; for 1h;
80%
With hydrogenchloride; hydroxylamine hydrochloride; sodium sulfate In water at 90℃; for 0.0833333h;66.3%
Stage #1: chloral hydrate; p-toluidine With hydrogenchloride; hydroxylamine hydrochloride; sodium sulfate In water
Stage #2: With sulfuric acid at 60 - 80℃;
56%
5-methylindole-3-carboxaldehyde
52562-50-2

5-methylindole-3-carboxaldehyde

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

Conditions
ConditionsYield
With sodium chloride In water; acetonitrile at 50℃; for 2h; Green chemistry;80%
oxalyl dichloride
79-37-8

oxalyl dichloride

p-toluidine
106-49-0

p-toluidine

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

Conditions
ConditionsYield
With H-β zeolite In 1,2-dichloro-ethane at 80℃; for 24h; Inert atmosphere;76%
carbon monoxide
201230-82-2

carbon monoxide

N'-(2-Bromo-4-methylphenyl)-N,N-dimethylurea
58226-34-9

N'-(2-Bromo-4-methylphenyl)-N,N-dimethylurea

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

Conditions
ConditionsYield
Stage #1: N'-(2-Bromo-4-methylphenyl)-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;
72%
Yield given; Multistep reaction;
3-(p-tolylimino)-5-methyl-N-p-tolyl-3H-indole-2-amine
29650-23-5

3-(p-tolylimino)-5-methyl-N-p-tolyl-3H-indole-2-amine

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

Conditions
ConditionsYield
With hydrogenchloride; acetic acid In water for 0.333333h; Reflux;68%
5-methylisatin-3-oxime
13208-98-5

5-methylisatin-3-oxime

triisopropyl phosphite
116-17-6

triisopropyl phosphite

A

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

B

(3-Hydroxy-5-methyl-2-oxo-2,3-dihydro-1H-indol-3-yl)-phosphonic acid diisopropyl ester

(3-Hydroxy-5-methyl-2-oxo-2,3-dihydro-1H-indol-3-yl)-phosphonic acid diisopropyl ester

C

(3-Hydroxyamino-5-methyl-2-oxo-2,3-dihydro-1H-indol-3-yl)-phosphonic acid diisopropyl ester

(3-Hydroxyamino-5-methyl-2-oxo-2,3-dihydro-1H-indol-3-yl)-phosphonic acid diisopropyl ester

Conditions
ConditionsYield
With acetic acid at 100℃; for 12h;A n/a
B n/a
C 60%
5-methylisatin-3-oxime
13208-98-5

5-methylisatin-3-oxime

triethyl phosphite
122-52-1

triethyl phosphite

A

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

B

diethyl 3-hydroxy-5-methyl-2-oxoindolin-3-ylphosphonate

diethyl 3-hydroxy-5-methyl-2-oxoindolin-3-ylphosphonate

C

(3-Hydroxyamino-5-methyl-2-oxo-2,3-dihydro-1H-indol-3-yl)-phosphonic acid diethyl ester

(3-Hydroxyamino-5-methyl-2-oxo-2,3-dihydro-1H-indol-3-yl)-phosphonic acid diethyl ester

Conditions
ConditionsYield
With acetic acid at 100℃; for 12h;A n/a
B n/a
C 60%
Glyoxal
131543-46-9

Glyoxal

p-toluidine
106-49-0

p-toluidine

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

Conditions
ConditionsYield
With copper(II) choride dihydrate; caesium carbonate; trifluoroacetic acid In 2-methyltetrahydrofuran; water at 70℃; for 5h; Schlenk technique; Inert atmosphere;47%
oxalyl dichloride
79-37-8

oxalyl dichloride

p-toluidine hydrochloride
540-23-8

p-toluidine hydrochloride

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

Conditions
ConditionsYield
With nitrobenzene Erwaermen des Reaktionsgemisches mit Aluminiumchlorid;
5-methyl-2-nitrobenzaldehyde
5858-28-6

5-methyl-2-nitrobenzaldehyde

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

Conditions
ConditionsYield
With acetone Man oxydiert das (nicht isolierte) <6-Nitro-α-oxy-3-methyl-benzyl>-aceton mit Kaliumpermanganat in sodaalkalischer Loesung bei 60-70grad;
2-hydroxyimino-N-p-tolyl-acetamide
1132-40-7

2-hydroxyimino-N-p-tolyl-acetamide

A

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

B

p-tolyl-oxalamide
42868-90-6

p-tolyl-oxalamide

Conditions
ConditionsYield
With PPA
N,N'-bis(4-methylphenyl)ethanediimidoyl dichloride
7472-70-0

N,N'-bis(4-methylphenyl)ethanediimidoyl dichloride

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

Conditions
ConditionsYield
With sulfuric acid
With sulfuric acid
di-p-toluidino-acetic acid ethyl ester
861524-16-5

di-p-toluidino-acetic acid ethyl ester

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

Conditions
ConditionsYield
With mineral acid
ethanol
64-17-5

ethanol

2-methoxy-5-methyl-indolin-3-one
861586-94-9

2-methoxy-5-methyl-indolin-3-one

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

5-methylisatin-3-oxime
13208-98-5

5-methylisatin-3-oxime

phosphorous acid trimethyl ester
121-45-9

phosphorous acid trimethyl ester

A

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

B

dimethyl 3-hydroxy-5-methyl-2-oxoindolin-3-ylphosphonate

dimethyl 3-hydroxy-5-methyl-2-oxoindolin-3-ylphosphonate

Conditions
ConditionsYield
With acetic acid at 100℃; for 12h;
5-methylisatin-3-oxime
13208-98-5

5-methylisatin-3-oxime

phosphorous acid trimethyl ester
121-45-9

phosphorous acid trimethyl ester

A

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

B

dimethyl 3-hydroxy-5-methyl-2-oxoindolin-3-ylphosphonate

dimethyl 3-hydroxy-5-methyl-2-oxoindolin-3-ylphosphonate

C

(3-Hydroxyamino-5-methyl-2-oxo-2,3-dihydro-1H-indol-3-yl)-phosphonic acid dimethyl ester

(3-Hydroxyamino-5-methyl-2-oxo-2,3-dihydro-1H-indol-3-yl)-phosphonic acid dimethyl ester

Conditions
ConditionsYield
With acetic acid at 100℃; for 12h;
1-p-toluenesulfonyl-5-methyl-isatin

1-p-toluenesulfonyl-5-methyl-isatin

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

Conditions
ConditionsYield
With sulfuric acid Darstellung;
sulfuric acid
7664-93-9

sulfuric acid

5-methyl-1-tosylindoline-2,3-dione
99448-78-9

5-methyl-1-tosylindoline-2,3-dione

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

5-methyl-isatin-p-tolylimide-(3)

5-methyl-isatin-p-tolylimide-(3)

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

Conditions
ConditionsYield
With hydrogenchloride
With hydrogenchloride
3-imino-5-methyl indolin-2-one

3-imino-5-methyl indolin-2-one

acid

acid

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

7-bromo-5-methyl-2,3-dihydro-1H-indole-2,3-dione
108938-16-5

7-bromo-5-methyl-2,3-dihydro-1H-indole-2,3-dione

Conditions
ConditionsYield
With N-Bromosuccinimide at 20℃; for 24h;100%
With water; bromine
With chloroform; bromine
With bromine In acetic acid
5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

2-oxo-propionic acid
127-17-3

2-oxo-propionic acid

6-methylquinoline-2,4-dicarboxylic acid
91493-56-0

6-methylquinoline-2,4-dicarboxylic acid

Conditions
ConditionsYield
Stage #1: 5-methyl-indole-2,3-dione; 2-oxo-propionic acid With potassium hydroxide In water at 40℃; for 12h;
Stage #2: With hydrogenchloride In water pH=3;
100%
With potassium hydroxide In water at 40℃; for 12h;100%
With potassium hydroxide In water at 40℃; for 16h; Pfitzinger Quinoline Synthesis;96%
5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

-CH(CH3)2 halide

-CH(CH3)2 halide

1-isopropyl-5-methylindoline-2,3-dione
620931-09-1

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

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃;100%
5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

-CH2CH2CH3 halide

-CH2CH2CH3 halide

5-methyl-1-propylindoline-2,3-dione
63725-87-1

5-methyl-1-propylindoline-2,3-dione

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃;100%
5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

-CH2CH3 halide

-CH2CH3 halide

1-ethyl-5-methyl-2,3-indolinedione
299925-63-6

1-ethyl-5-methyl-2,3-indolinedione

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃;100%
5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

-CH3 halide

-CH3 halide

1,5-dimethyl-1H-indole-2,3-dione
66440-60-6

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

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃;100%
5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

N-(2-bromophenyl)hydrazinecarbothioamide
25688-12-4

N-(2-bromophenyl)hydrazinecarbothioamide

5-methyl-1H-indole-2,3-dione 3-[N-(2-bromophenyl)thiosemicarbazone]
1084892-90-9

5-methyl-1H-indole-2,3-dione 3-[N-(2-bromophenyl)thiosemicarbazone]

Conditions
ConditionsYield
With sulfuric acid In ethanol for 5h; Reflux;99%
5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

1-bromo-hexane
111-25-1

1-bromo-hexane

1-hexyl-5-methylindoline-2,3-dione
620931-14-8

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

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 140℃; Microwave irradiation;99%
5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

nitromethane
75-52-5

nitromethane

3-hydroxy-5-methyl-3-(nitromethyl)-2,3-dihydro-1H-indol-2-one
1315258-63-9

3-hydroxy-5-methyl-3-(nitromethyl)-2,3-dihydro-1H-indol-2-one

Conditions
ConditionsYield
With (3ξ,8α,9R)-cinchonan-6',9-diol; benzoic acid In N,N-dimethyl acetamide at -15℃; for 3h; Henry reaction; optical yield given as %ee; enantioselective reaction;99%
With 9-O-benzyl-6'-hydroxycinchonidine In tetrahydrofuran at -30℃; for 120h; Henry reaction; optical yield given as %ee; enantioselective reaction;92%
In tetrahydrofuran at -10℃; for 11h; Henry reaction; optical yield given as %ee; enantioselective reaction;88%
5-methyl-indole-2,3-dione
608-05-9

5-methyl-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-methyl-2-oxospiro[indoline-3,2'-pyrrole]-3',4',5',5'(1'H)-tetracarboxylate
1459805-65-2

5',5'-diethyl 3',4'-dimethyl 5-methyl-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%
5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

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

3-amino-1-phenyl-2-pyrazolin-5-one

6-methoxy-3,4-dihydro-1(2H)-naphthalenone
1078-19-9

6-methoxy-3,4-dihydro-1(2H)-naphthalenone

3-methoxy-5'-methyl-9-phenyl-6,9,10,11-tetrahydrospiro[benzo[h]pyrazolo[3,4-b]quinoline-7,3'-indoline]-2',8(5H)-dione

3-methoxy-5'-methyl-9-phenyl-6,9,10,11-tetrahydrospiro[benzo[h]pyrazolo[3,4-b]quinoline-7,3'-indoline]-2',8(5H)-dione

Conditions
ConditionsYield
With acetic acid In water at 90℃; for 7h; Green chemistry;99%
5-methyl-indole-2,3-dione
608-05-9

5-methyl-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)-3-hydroxy-5-methylindolin-2-one

3-(difluoro(3-methyl-4-nitroisoxazol-5-yl)methyl)-3-hydroxy-5-methylindolin-2-one

Conditions
ConditionsYield
With methanol; triethylamine at 20℃; for 24h;99%
5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

Dimethyl phosphite
868-85-9

Dimethyl phosphite

dimethyl 3-hydroxy-5-methyl-2-oxoindolin-3-ylphosphonate

dimethyl 3-hydroxy-5-methyl-2-oxoindolin-3-ylphosphonate

Conditions
ConditionsYield
With phosphotungstic acid supported on silica-coated magnetic Fe3O4 nanoparticle In neat (no solvent) at 80℃; for 16h; Kabachnik-Fields Reaction; Green chemistry;98%
With magnetic nanoparticle γ-Fe2O3-immobilized 1,5,7-triazabicyclo[4.4.0]dec-5-ene In neat (no solvent) at 60℃; for 5h;91%
at 100℃; for 6h;80%
With β‐cyclodextrin In methanol; water at 20℃;
5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

diethyl 3-hydroxy-5-methyl-2-oxoindolin-3-ylphosphonate

diethyl 3-hydroxy-5-methyl-2-oxoindolin-3-ylphosphonate

Conditions
ConditionsYield
With phosphotungstic acid supported on silica-coated magnetic Fe3O4 nanoparticle In neat (no solvent) at 80℃; for 16h; Kabachnik-Fields Reaction; Green chemistry;98%
With zinc(II) oxide In neat (no solvent) at 20℃; for 0.666667h;94%
With magnetic nanoparticle γ-Fe2O3-immobilized 1,5,7-triazabicyclo[4.4.0]dec-5-ene In neat (no solvent) at 60℃; for 6h;91%
at 100℃; for 6h;80%
With β‐cyclodextrin In methanol; water at 20℃;
5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

4-methoxy-aniline
104-94-9

4-methoxy-aniline

3-(4-methoxy-phenylimino)-5-methyl-1,3-dihydro-indol-2-one

3-(4-methoxy-phenylimino)-5-methyl-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
In water at 20℃; for 4h;98%
In ethanol Heating;72%
With acetic acid In ethanol for 0.75h; Reflux;
With acetic acid at 20℃; for 2h;
In ethanol for 2h; Reflux;
indole
120-72-9

indole

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

5'-methyl-1H,1''H-3,3':3',3''-terindol-2'(1'H)-one

5'-methyl-1H,1''H-3,3':3',3''-terindol-2'(1'H)-one

Conditions
ConditionsYield
With 60 wtpercent phosphotungstic acid supported on MCM-41 In tetrahydrofuran at 20℃; for 2.5h; Friedel-Crafts Acylation;98%
With 1‐(2‐hydroxyethyl)‐1,4‐diazabicyclo[2.2.2]octanylium tetrachloroferrate In ethanol at 50℃; for 0.0833333h; Green chemistry;98%
With boron trifluoride supported on nano-SiO2 In methanol for 0.45h; Reflux;95%
2-{[5-(4-methoxyphenyl)-1,3,5-oxadiazol-2-yl]imino}-4-thiazolidinone
89335-21-7

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

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

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

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

Conditions
ConditionsYield
With sodium acetate; acetic anhydride In acetic acid at 150 - 160℃; for 5h;98%
2-Amino-6-((E)-nonadec-10-enyl)-benzoic acid
934273-34-4

2-Amino-6-((E)-nonadec-10-enyl)-benzoic acid

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

C35H48N2O3

C35H48N2O3

Conditions
ConditionsYield
for 0.0666667h; microwave irradiation;98%
5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

ethane-1,2-dithiol
540-63-6

ethane-1,2-dithiol

5'-methylspiro[[1,3]dithiolane-2,3'-indolin]-2'-one

5'-methylspiro[[1,3]dithiolane-2,3'-indolin]-2'-one

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In acetic acid at 20 - 60℃; for 0.75h;98%
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 16h;62%
With boron trifluoride diethyl etherate; acetic acid at 60℃;
5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

2-Hydroxy-1,4-naphthoquinone
83-72-7

2-Hydroxy-1,4-naphthoquinone

malononitrile
109-77-3

malononitrile

2-amino-5'-methyl-2',5,10-trioxo-5,10-dihydrospiro[benzo[g]chromene-4,3'-indoline]-3-carbonitrile
1204748-04-8

2-amino-5'-methyl-2',5,10-trioxo-5,10-dihydrospiro[benzo[g]chromene-4,3'-indoline]-3-carbonitrile

Conditions
ConditionsYield
With toluene-4-sulfonic acid In water for 3h; Reflux;98%
With graphene oxide-supported dicationic ionic liquid In water for 0.333333h; Reflux; Green chemistry;95%
5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

edaravone
89-25-8

edaravone

malononitrile
109-77-3

malononitrile

6'-amino-3',5'-dimethyl-2-oxo-1'-phenyl-1'H-spiro[indoline-3,4'-pyrano[2,3-c]pyrazole]-5'-carbonitrile
380432-38-2

6'-amino-3',5'-dimethyl-2-oxo-1'-phenyl-1'H-spiro[indoline-3,4'-pyrano[2,3-c]pyrazole]-5'-carbonitrile

Conditions
ConditionsYield
With sodium chloride In water at 20℃; for 0.166667h; Sonication;98%
With ammonium cerium (IV) nitrate In water at 20℃; for 0.166667h; Sonication; Green chemistry;98%
With ZnS nanoparticles In water at 20℃; for 0.2h; ultrasonic irradiation;97%
In water at 60℃; for 1h;92%
With silica immobilized propyl imidazolium chloride In water for 0.5h; Reflux;88%
5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

4-amino-2,3-dimethyl-1-phenylpyrazolin-5-one
83-07-8

4-amino-2,3-dimethyl-1-phenylpyrazolin-5-one

2-mercaptopropanoic acid
79-42-5

2-mercaptopropanoic acid

3'-(2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl)-5,5'-dimethyl-spiro[3H-indole-3,2'-thiazolidine]-2,4'(1H)-dione

3'-(2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl)-5,5'-dimethyl-spiro[3H-indole-3,2'-thiazolidine]-2,4'(1H)-dione

Conditions
ConditionsYield
With cetyltrimethylammonim bromide In water Sonication; Combinatorial reaction / High throughput screening (HTS);98%
5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

2-methyl-3-bromo-1-propene
1458-98-6

2-methyl-3-bromo-1-propene

3-(2-methylallyl)-3-hydroxy-5-methyl-1,3-dihydro-2H-indol-2-one
1342300-25-7

3-(2-methylallyl)-3-hydroxy-5-methyl-1,3-dihydro-2H-indol-2-one

Conditions
ConditionsYield
With indium In decaethylene glycol at 20℃; for 0.25h; Barbier reaction;98%
5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

allyl bromide
106-95-6

allyl bromide

3-allyl-3-hydroxy-5-methyl-1,3-dihydro-2H-indol-2-one
1309578-03-7

3-allyl-3-hydroxy-5-methyl-1,3-dihydro-2H-indol-2-one

Conditions
ConditionsYield
With indium In decaethylene glycol at 20℃; for 0.166667h; Barbier reaction;98%
1,3-benzothiazol-6-amine
533-30-2

1,3-benzothiazol-6-amine

5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

3-(benzothiazol-6-ylimino)-1,3-dihydro-5-methyl-2H-indole-2-one
1391950-07-4

3-(benzothiazol-6-ylimino)-1,3-dihydro-5-methyl-2H-indole-2-one

Conditions
ConditionsYield
In water at 20℃; for 3h;98%
5-methyl-indole-2,3-dione
608-05-9

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

(S)-5-methyl-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 24h; enantioselective reaction;98%
5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

ethyl acetoacetate
141-97-9

ethyl acetoacetate

3,3-bis(3-hydroxy-5-methyl-1H-pyrazol-4-yl)-5-methylindolin-2-one

3,3-bis(3-hydroxy-5-methyl-1H-pyrazol-4-yl)-5-methylindolin-2-one

Conditions
ConditionsYield
Stage #1: ethyl acetoacetate With hydrazine hydrate for 0.0833333h;
Stage #2: 5-methyl-indole-2,3-dione With sodium hydrogencarbonate In ethanol at 78℃; for 18h;
98%
5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

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

3-amino-1-phenyl-2-pyrazolin-5-one

inden-1-one
83-33-0

inden-1-one

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

5'-methyl-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
ConditionsYield
With acetic acid In water at 90℃; for 7h; Green chemistry;98%

5-Methylisatin Chemical Properties

The molecular formula of 5-Methylisatin(608-05-9) is C9H7NO2 and its formula weight is 161.16.
5-Methylisatin(608-05-9) has a melting point of  180 °C (dec.)(lit.).
The chemical synonyms of 5-Methylisatin(608-05-9) are AURORA 1898;BUTTPARK 34\07-89;IFLAB-BB F0266-0774;5-METHYL-1H-INDOLE-2,3-DIONE;5-METHYLISATIN;5-METHYLINDOLE-2,3-DIONE;AKOS BBS-00000995;AKOS AU36-M121
The molecular structure of 5-Methylisatin(608-05-9):

5-Methylisatin Safety Profile

Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  22-24/25-36-26
WGK Germany  3
RTECS  NL7939300
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