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3335-98-6

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3335-98-6 Usage

Flammability and Explosibility

Nonflammable

Check Digit Verification of cas no

The CAS Registry Mumber 3335-98-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,3,3 and 5 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 3335-98:
(6*3)+(5*3)+(4*3)+(3*5)+(2*9)+(1*8)=86
86 % 10 = 6
So 3335-98-6 is a valid CAS Registry Number.
InChI:InChI=1/C14H11NO/c16-14-10-11-6-4-5-9-13(11)15(14)12-7-2-1-3-8-12/h1-9H,10H2

3335-98-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-phenyl-3H-indol-2-one

1.2 Other means of identification

Product number -
Other names 1,3-DIHYDRO-1-PHENYL-2H-INDOL-2-ONE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3335-98-6 SDS

3335-98-6Synthetic route

sodium; (2-phenylamino-phenyl)-acetate

sodium; (2-phenylamino-phenyl)-acetate

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
With trifluoroacetic anhydride Product distribution; Further Variations:; Reagents;100%
Multi-step reaction with 4 steps
1: 98 percent / dimethylformamide / 4 h / 24 °C
2: 98 percent / Et3N; DMAP / CH2Cl2 / 3.5 h / 20 - 40 °C
3: 95 percent / hydrogen / Pd/C / methanol / 3 h / 30 °C
4: polyphosphoric acid / toluene / 11 h / 110 °C
View Scheme
2-diazo-N,N-diphenyl-acetamide
38118-74-0

2-diazo-N,N-diphenyl-acetamide

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
With [(S)-(2-phenyl-4-pheox)Ru(CH3CN)4]PF6 In dichloromethane at 20℃; for 0.0166667h; Inert atmosphere; regioselective reaction;99%
2-chloro-N,N-diphenylacetamide
5428-43-3

2-chloro-N,N-diphenylacetamide

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
With palladium diacetate; triethylamine; johnphos In toluene at 80℃; for 3h;95%
With aluminium trichloride at 180 - 190℃; for 0.166667h;81.5%
With aluminium trichloride at 180 - 190℃; for 1h;75%
1-phenyl-indole-2,3-dione
723-89-7

1-phenyl-indole-2,3-dione

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
With hydrazine hydrate for 0.25h; Heating;92%
Stage #1: 1-phenyl-indole-2,3-dione With potassium hydroxide; hydrazine In water; ethylene glycol at 160℃; for 1.5h;
Stage #2: With hydrogenchloride In water; ethylene glycol
90%
With hydrazine hydrate In ethanol for 6h; Wolff-Kishner reduction; Heating;58%
3-(methylthio)-1-phenylindolin-2-one
79388-20-8

3-(methylthio)-1-phenylindolin-2-one

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
With nickel In ethanol for 2h; Heating;85%
2-acetoxy-N,N-diphenylacetamide

2-acetoxy-N,N-diphenylacetamide

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
With sulfuric acid; tetrabutylammomium bromide In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 16h; Solvent; Reagent/catalyst;84%
2-oxoindole
59-48-3

2-oxoindole

iodobenzene
591-50-4

iodobenzene

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine In 1,4-dioxane for 24h; Reflux;83%
With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine In acetonitrile Reflux; Inert atmosphere;82%
With potassium phosphate; copper(l) iodide In dimethyl sulfoxide at 130℃; for 24h; Ullmann Condensation; Inert atmosphere; Glovebox;41 %Chromat.
With potassium phosphate; copper(l) iodide; 3-azapentane-1,5-diamine In dimethyl sulfoxide at 50℃; for 24h; Reagent/catalyst; Inert atmosphere; Glovebox; Sealed tube;27 %Chromat.
2-(2-bromophenyl)-N-phenylacetamide
120230-90-2

2-(2-bromophenyl)-N-phenylacetamide

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
With caesium carbonate; XPhos; palladium diacetate In toluene at 100℃; for 0.5h; microwave irradiation;82%
2-(2-chlorophenyl)-N-phenylacetamide
71512-21-5

2-(2-chlorophenyl)-N-phenylacetamide

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
With caesium carbonate; XPhos; palladium diacetate In toluene at 100℃; for 0.5h; microwave irradiation;80%
methyl (2-nitrophenyl)acetate
30095-98-8

methyl (2-nitrophenyl)acetate

phenylboronic acid
98-80-6

phenylboronic acid

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
With 1,2,2,3,4,4-hexamethylphosphetane 1-oxide; diphenylsilane In m-xylene at 120℃; for 4h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere; Schlenk technique; Sealed tube;80%
diphenylamine
122-39-4

diphenylamine

chloroacetyl chloride
79-04-9

chloroacetyl chloride

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
With montmorillonite KSF at 20℃; for 1.08333h; Stolle synthesis; Sonication; Neat (no solvent);76%
2-bromo-N,N-diphenylacetamide
6335-34-8

2-bromo-N,N-diphenylacetamide

A

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

B

N,N-diphenylacetamide
519-87-9

N,N-diphenylacetamide

Conditions
ConditionsYield
With tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) In toluene for 14h; Heating;A 8%
B 75%
2-chloro-N,N-diphenylacetamide
5428-43-3

2-chloro-N,N-diphenylacetamide

A

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

B

N,N-diphenylacetamide
519-87-9

N,N-diphenylacetamide

Conditions
ConditionsYield
With tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) In toluene for 14h; Heating;A 11%
B 74%
2-[(methoxycarbonyl)phenylamino]benzeneacetic acid
353497-35-5

2-[(methoxycarbonyl)phenylamino]benzeneacetic acid

A

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

B

10,11-dihydro-10-oxo-5H-dibenz[b,f]azepine-5-carboxylic acid methyl ester
353497-31-1

10,11-dihydro-10-oxo-5H-dibenz[b,f]azepine-5-carboxylic acid methyl ester

Conditions
ConditionsYield
With PPA at 95℃; for 3h;A n/a
B 70%
C18H21NO2

C18H21NO2

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
at 120℃; for 60h;68%
1-phenyl-1H-indole
16096-33-6

1-phenyl-1H-indole

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
With water; iodine In N,N-dimethyl-formamide for 12h; Reflux;62%
With 1-fluoro-1,2-phenyliodohydrin-3-(1H)-one In 1,4-dioxane; water at 140℃; for 5h;61%
With 1-fluoro-1,2-phenyliodohydrin-3-(1H)-one In 1,4-dioxane; water at 140℃; for 5h;61%
2-oxoindole
59-48-3

2-oxoindole

2-(trimethylsilyl)phenyl trifluoromethanesulfonate
88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

A

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

B

N-phenyl-1,3-dihydro-3,3-diphenyl-2H-indol-2-one
124145-27-3

N-phenyl-1,3-dihydro-3,3-diphenyl-2H-indol-2-one

Conditions
ConditionsYield
With cesium fluoride In acetonitrile at 20℃; for 6h;A 45%
B 26%
With cesium fluoride In acetonitrile at 75℃; for 6h; Reagent/catalyst;A 22%
B 39%
2-oxoindole
59-48-3

2-oxoindole

bromobenzene
108-86-1

bromobenzene

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
With potassium carbonate; N,N`-dimethylethylenediamine; copper(l) iodide In acetonitrile Heating;43%
{2-[Phenyl-(2,2,2-trifluoro-acetyl)-amino]-phenyl}-acetic acid
731851-81-3

{2-[Phenyl-(2,2,2-trifluoro-acetyl)-amino]-phenyl}-acetic acid

A

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

B

5-trifluoroacetyl-5,11-dihydro-dibenzo[b,f]azepin-10-one
731851-85-7

5-trifluoroacetyl-5,11-dihydro-dibenzo[b,f]azepin-10-one

Conditions
ConditionsYield
With PPA In toluene at 110℃; for 11h;A n/a
B 40%
2-bromo-N,N-diphenylacetamide
6335-34-8

2-bromo-N,N-diphenylacetamide

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
Multistep reaction.;39%
In acetonitrile Cyclization; Dehydrobromination; Irradiation;26%
Multistep reaction;24 mg
Multi-step reaction with 2 steps
1: N,N'-ditosylhydrazine; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
2: [(S)-(2-phenyl-4-pheox)Ru(CH3CN)4]PF6 / dichloromethane / 0.02 h / 20 °C / Inert atmosphere
View Scheme
2-oxoindole
59-48-3

2-oxoindole

2-(trimethylsilyl)phenyl trifluoromethanesulfonate
88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

A

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

B

5,11-diphenyl-5H-dibenzo[b,e]azepin-6(11H)-one

5,11-diphenyl-5H-dibenzo[b,e]azepin-6(11H)-one

C

N-phenyl-1,3-dihydro-3,3-diphenyl-2H-indol-2-one
124145-27-3

N-phenyl-1,3-dihydro-3,3-diphenyl-2H-indol-2-one

Conditions
ConditionsYield
With cesium fluoride In acetonitrile at 20℃; for 6h;A 15%
B 8%
C 32%
3-hydroxy-1-phenyl-1,4,5,6-tetrahydro-indol-2-one
52480-52-1

3-hydroxy-1-phenyl-1,4,5,6-tetrahydro-indol-2-one

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
With pyridine hydrochloride at 230℃; for 1h;12.4%
With pyridine hydrochloride at 230℃; for 1h; Product distribution; other time, temperature;12.4%
2-chloro-N,N-diphenylacetamide
5428-43-3

2-chloro-N,N-diphenylacetamide

A

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

B

3-hydroxy-1,1'-diphenyl-1,3,1',3'-tetrahydro-[3,3']biindolyl-2,2'-dione

3-hydroxy-1,1'-diphenyl-1,3,1',3'-tetrahydro-[3,3']biindolyl-2,2'-dione

Conditions
ConditionsYield
With aluminium trichloride
1-phenyl-3.3-dichloro-oxindole

1-phenyl-3.3-dichloro-oxindole

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
With calcium hypochlorite; water
2-[2-(phenylamino)phenyl]acetic acid
70172-33-7

2-[2-(phenylamino)phenyl]acetic acid

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
With PPA In toluene at 110℃; for 11h; Product distribution; Further Variations:; Reagents; Solvents; Temperatures;
[2-(acetyl-phenyl-amino)-phenyl]-acetic acid
731851-88-0

[2-(acetyl-phenyl-amino)-phenyl]-acetic acid

A

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

B

5-acetyl-1,3-dihydro-1-phenyl-2H-indol-2-one

5-acetyl-1,3-dihydro-1-phenyl-2H-indol-2-one

Conditions
ConditionsYield
With PPA at 95℃; for 3h; Product distribution;A n/a
B 35 % Chromat.
[2-(benzyl-phenyl-amino)-phenyl]-acetic acid
731851-78-8

[2-(benzyl-phenyl-amino)-phenyl]-acetic acid

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
With PPA In chlorobenzene at 90℃; for 2h; Product distribution;
diphenylamine
122-39-4

diphenylamine

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 42 percent / NEt3 / CH2Cl2 / 16 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: 98 percent / 2 h / 20 °C
2: 83 percent / AlCl3 / CS2 / 2 h / 20 °C
3: 58 percent / hydrazine hydrate / ethanol / 6 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: 97 percent / dimethylformamide / 2 h / 80 °C
2: 75 percent / AlCl3 / 1 h / 180 - 190 °C
View Scheme
(N,N-diphenylcarbamoyl) formyl chloride
75385-92-1

(N,N-diphenylcarbamoyl) formyl chloride

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 83 percent / AlCl3 / CS2 / 2 h / 20 °C
2: 58 percent / hydrazine hydrate / ethanol / 6 h / Heating
View Scheme
1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

sodium; (2-phenylamino-phenyl)-acetate

sodium; (2-phenylamino-phenyl)-acetate

Conditions
ConditionsYield
With sodium hydroxide at 100℃; for 6h;97%
1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

4-tert-butylphenyltosylate
7598-28-9

4-tert-butylphenyltosylate

3-(4-tert-butylphenyl)-1-phenylindolin-2-one

3-(4-tert-butylphenyl)-1-phenylindolin-2-one

Conditions
ConditionsYield
With potassium fluoride; 2-[2-(dicyclohexylphosphino)-phenyl]-1-methyl-1H-indole; palladium diacetate In tert-butyl alcohol at 20 - 120℃; for 18.0833h; Inert atmosphere; Schlenk technique;97%
1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

para-thiocresol
106-45-6

para-thiocresol

1-phenyl-3-(p-tolylthio)indolin-2-one

1-phenyl-3-(p-tolylthio)indolin-2-one

Conditions
ConditionsYield
With oxygen; sodium hydroxide In N,N-dimethyl-formamide at 0℃; for 6h; Green chemistry;97%
1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

1-phenyl-1H-indol-2-yl trifluoromethanesulfonate
1373936-46-9

1-phenyl-1H-indol-2-yl trifluoromethanesulfonate

Conditions
ConditionsYield
With 2,4,6-tri-tertbutylpyridine In 1,2-dichloro-ethane at 0 - 20℃; Inert atmosphere;96%
1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

ethyl 2,3-butadienoate
14369-81-4

ethyl 2,3-butadienoate

C26H27NO5

C26H27NO5

Conditions
ConditionsYield
With triphenylphosphine In 5,5-dimethyl-1,3-cyclohexadiene at 50℃; for 24h; Inert atmosphere;96%
1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

(SS)-2-methyl-N-(2,2,2-trifluoroethylidene)-propane-2-sulfinamide

(SS)-2-methyl-N-(2,2,2-trifluoroethylidene)-propane-2-sulfinamide

A

(S)-2-methyl-N-(2,2,2-trifluoro-1-(2-oxo-1-phenylindolin-3-yl)ethyl)propane-2-sulfinamide

(S)-2-methyl-N-(2,2,2-trifluoro-1-(2-oxo-1-phenylindolin-3-yl)ethyl)propane-2-sulfinamide

B

(S)-2-methyl-N-((S)-2,2,2-trifluoro-1-((S)-2-oxo-1-phenylindolin-3-yl)ethyl)propane-2-sulfinamide

(S)-2-methyl-N-((S)-2,2,2-trifluoro-1-((S)-2-oxo-1-phenylindolin-3-yl)ethyl)propane-2-sulfinamide

Conditions
ConditionsYield
Stage #1: 1-phenyl-1,3-dihydro-indol-2-one With lithium diisopropyl amide In hexane; dichloromethane at -78℃; for 1h; Inert atmosphere;
Stage #2: (SS)-2-methyl-N-(2,2,2-trifluoroethylidene)-propane-2-sulfinamide In hexane; dichloromethane at -78℃; for 5h; Inert atmosphere;
Stage #3: With ammonium chloride In hexane; dichloromethane; water at -78℃; Inert atmosphere; diastereoselective reaction;
A n/a
B 95%
1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

chlorobenzene
108-90-7

chlorobenzene

1,3-dihydro-1,3-diphenyl-2H-indol-2-one
23210-25-5

1,3-dihydro-1,3-diphenyl-2H-indol-2-one

Conditions
ConditionsYield
With copper(II) ferrite; potassium carbonate In 1,4-dioxane at 70℃; for 1.33333h; Reagent/catalyst;95%
1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

chlorobenzene
108-90-7

chlorobenzene

A

1,3-dihydro-1,3-diphenyl-2H-indol-2-one
23210-25-5

1,3-dihydro-1,3-diphenyl-2H-indol-2-one

B

N-phenyl-1,3-dihydro-3,3-diphenyl-2H-indol-2-one
124145-27-3

N-phenyl-1,3-dihydro-3,3-diphenyl-2H-indol-2-one

Conditions
ConditionsYield
With cobalt ferrite; potassium carbonate In 1,4-dioxane at 70℃; for 4h;A 95%
B 8%
1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

malononitrile
109-77-3

malononitrile

2-(2-oxo-1-phenylindolin-3-ylidene)malononitrile
1370462-98-8

2-(2-oxo-1-phenylindolin-3-ylidene)malononitrile

Conditions
ConditionsYield
With iron(III) chloride hexahydrate; oxygen In N,N-dimethyl-formamide at 50℃; for 2h; Green chemistry;95%
1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

octanol
111-87-5

octanol

C22H27NO
1571113-82-0

C22H27NO

Conditions
ConditionsYield
In 1,3,5-trimethyl-benzene at 170℃; for 24h; Inert atmosphere;94%
1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

5-chloroindole 2,3-dione
17630-76-1

5-chloroindole 2,3-dione

(E)-5'-chloro-1-phenyl-[3,3'-biindolinylidene]-2,2'-dione

(E)-5'-chloro-1-phenyl-[3,3'-biindolinylidene]-2,2'-dione

Conditions
ConditionsYield
With zirconium(IV) chloride In ethanol for 10h; Reflux;94%
1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

formic acid ethyl ester
109-94-4

formic acid ethyl ester

3-(Hydroxymethylene)-1-phenyloxindole

3-(Hydroxymethylene)-1-phenyloxindole

Conditions
ConditionsYield
With potassium tert-butylate In ethanol at 80℃; for 0.0833333h;93%
In ethanol
1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

4-bromobenzenecarbonitrile
623-00-7

4-bromobenzenecarbonitrile

C21H14N2O

C21H14N2O

Conditions
ConditionsYield
With nickel(II) ferrite; potassium carbonate In 1,4-dioxane at 70℃; for 1.66667h; Reagent/catalyst;93%
ammonium thiocyanate

ammonium thiocyanate

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

1-phenyl-5-thiocyanato-1,3-dihydro-indol-2-one

1-phenyl-5-thiocyanato-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
With iodine In methanol at 20℃; for 0.416667h;92%
1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

benzyl alcohol
100-51-6

benzyl alcohol

3-benzyl-1,3-dihydro-1-phenyl-2H-indol-2-one
23226-10-0

3-benzyl-1,3-dihydro-1-phenyl-2H-indol-2-one

Conditions
ConditionsYield
In 1,3,5-trimethyl-benzene at 170℃; for 24h; Inert atmosphere;92%
With (1,4-dimethyl-5,7-diphenyl-1,2,3,4-tetrahydro-6H-cyclopenta[b]pyrazin-6-one) irontricarbonyl complex3; potassium carbonate; triphenylphosphine In 5,5-dimethyl-1,3-cyclohexadiene at 150℃; for 24h;75%
1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

p-Chlorothiophenol
106-54-7

p-Chlorothiophenol

3-((4-chlorophenyl)thio)-1-phenylindolin-2-one

3-((4-chlorophenyl)thio)-1-phenylindolin-2-one

Conditions
ConditionsYield
With iron(III) chloride; potassium carbonate In dimethyl sulfoxide at 50℃; for 1h; Green chemistry;92%
1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

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

indole-2,3-dione

(E)-1-phenyl-[3,3'-biindolinylidene]-2,2'-dione

(E)-1-phenyl-[3,3'-biindolinylidene]-2,2'-dione

Conditions
ConditionsYield
With zirconium(IV) chloride In ethanol Reflux;91%
With zirconium(IV) chloride In ethanol for 9h; Reflux;91%
With hydrogenchloride; acetic acid
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

C21H17NO2

C21H17NO2

Conditions
ConditionsYield
With copper(II) ferrite; potassium carbonate In 1,4-dioxane at 70℃; for 2h; Reagent/catalyst;91%
1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

para-chloroacetophenone
99-91-2

para-chloroacetophenone

C22H17NO2

C22H17NO2

Conditions
ConditionsYield
With nickel(II) ferrite; potassium carbonate In 1,4-dioxane at 70℃; for 1.66667h; Reagent/catalyst;91%
1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

1-isopropyl-1H-indole-2,3-dione
10487-31-7

1-isopropyl-1H-indole-2,3-dione

(E)-1-isopropyl-1'-phenyl-[3,3'-biindolinylidene]-2,2'-dione

(E)-1-isopropyl-1'-phenyl-[3,3'-biindolinylidene]-2,2'-dione

Conditions
ConditionsYield
With zirconium(IV) chloride In ethanol Reflux;91%
1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

anthranilic acid amide
28144-70-9

anthranilic acid amide

1-phenyl-1'H-spiro[indoline-3,2'-quinazoline]-2,4'(3'H)-dione
1420904-39-7

1-phenyl-1'H-spiro[indoline-3,2'-quinazoline]-2,4'(3'H)-dione

Conditions
ConditionsYield
With iron(III) chloride; toluene-4-sulfonic acid In N,N-dimethyl-formamide at 80℃; for 3.5h;91%
1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

2-aminobenzanilide
4424-17-3

2-aminobenzanilide

1,3'-diphenyl-1'H-spiro[indoline-3,2'-quinazoline]-2,4'(3'H)-dione

1,3'-diphenyl-1'H-spiro[indoline-3,2'-quinazoline]-2,4'(3'H)-dione

Conditions
ConditionsYield
With iron(III) chloride; toluene-4-sulfonic acid In N,N-dimethyl-formamide at 80℃; for 1h;91%
1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

2-[2-(phenylamino)phenyl]acetic acid
70172-33-7

2-[2-(phenylamino)phenyl]acetic acid

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 4h; Heating;90%
With sodium hydroxide In ethanol for 4h; Heating;88%
With sodium hydroxide In ethanol; water for 4h; Heating; Yield given;
Multi-step reaction with 2 steps
1: 97 percent / aq. NaOH / 6 h / 100 °C
2: acid / pH 2
View Scheme
1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

4-picolylchloride hydrochloride
1822-51-1

4-picolylchloride hydrochloride

linopirdine
105431-72-9

linopirdine

Conditions
ConditionsYield
With potassium fluoride on basic alumina for 0.05h; microwave irradiation;90%
1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

1-phenyl-indole-2,3-dione
723-89-7

1-phenyl-indole-2,3-dione

Conditions
ConditionsYield
With oxygen; sodium iodide In tetrahydrofuran at 60℃; for 12h; Schlenk technique; chemoselective reaction;90%
With tert.-butylhydroperoxide In 1,2-dichloro-ethane at 85℃; for 24h; Schlenk technique;84%
With tert.-butylnitrite; oxygen In tetrahydrofuran at 50℃; under 760.051 Torr; for 24h; Schlenk technique; Inert atmosphere;80%
With tert.-butylnitrite In tetrahydrofuran at 25℃; under 1520.1 Torr;66%
1-phenyl-1,3-dihydro-indol-2-one
3335-98-6

1-phenyl-1,3-dihydro-indol-2-one

N-butylisatin
4290-91-9

N-butylisatin

(E)-1-butyl-1'-phenyl-[3,3'-biindolylidene]-2,2'-dione

(E)-1-butyl-1'-phenyl-[3,3'-biindolylidene]-2,2'-dione

Conditions
ConditionsYield
With zirconium(IV) chloride In ethanol for 10h; Reflux;90%

3335-98-6Relevant articles and documents

The first Pummerer cyclisations on solid phase. Convenient construction of oxindoles enabled by a sulfur-link to resin

McAllister, Laura A.,Brand, Stephen,De Gentile, Remy,Procter, David J.

, p. 2380 - 2381 (2003)

α-Sulfanyl N-aryl acetamides, attached to resin via the sulfur atom, undergo efficient Pummerer cyclisation upon activation of the sulfur link, to give oxindoles; heterocyclic products can be cleaved from the resin in a traceless manner using samarium(II) iodide.

Synthesis of Oxindole Derivatives via Intramolecular C–H Insertion of Diazoamides Using Ru(II)-Pheox Catalyst

Phan Thi Thanh, Nga,Dang Thi Thu, Huong,Tone, Masaya,Inoue, Hayato,Iwasa, Seiji

, (2020/10/02)

This work presented the efficient intramolecular aromatic C–H insertion of diazoacetamide. The 1a–1o diazo compounds (except for 1k) were converted into their corresponding oxindoles via an intramolecular C–H insertion reaction in the presence of a Ru catalyst. The Ru-Pheox catalyst was shown to be highly efficient in this transformation in terms of the regioselectivity, producing the desired products in excellent yield (99%). The efficiency of the Ru catalyst reached 580 (TON) and 156 min?1 (TOF).

PIII/PV=O Catalyzed Cascade Synthesis of N-Functionalized Azaheterocycles

Li, Gen,Luzung, Michael R.,Nykaza, Trevor V.,Radosevich, Alexander T.,Yang, Junyu

supporting information, p. 4505 - 4510 (2020/02/05)

An organocatalytic method for the modular synthesis of diverse N-aryl and N-alkyl azaheterocycles (indoles, oxindoles, benzimidazoles, and quinoxalinediones) is reported. The method employs a small-ring organophosphorus-based catalyst (1,2,2,3,4,4-hexamethylphosphetane P-oxide) and a hydrosilane reductant to drive the conversion of ortho-functionalized nitroarenes into azaheterocycles through sequential intermolecular reductive C?N cross coupling with boronic acids, followed by intramolecular cyclization. This method enables the rapid construction of azaheterocycles from readily available building blocks, including a regiospecific approach to N-substituted benzimidazoles and quinoxalinediones.

Preparation method for N-phenyl indolone

-

Paragraph 0050; 0051; 0052; 0054, (2018/09/21)

The invention especially relates to a preparation method for N-phenyl indolone, belonging to the field of organic synthesis. The preparation method for N-phenyl indolone comprises the following steps:subjecting diphenylamine (a compound as shown in a formula II) and chloroacetyl chloride (a compound as shown in a formula III) to a condensation reaction to prepare 2-chloro-N,N-diphenylacetamide (acompound as shown in a formula IV); subjecting 2-chloro-N,N-diphenylacetamide and acetate to an esterification reaction so as to obtain 2-acetoxy-N,N-diphenylacetamide (a compound as shown in a formula V); and subjecting 2-acetoxy-N,N-diphenylacetamide to a ring closure reaction so as to obtain N-phenyl indolone. The preparation method provided by the invention is a clean high-efficiency synthesis method for N-phenyl indolone; in the whole preparation process, high-contamination raw materials are discarded, and reaction temperature is lowered; and the method is friendly to environment and safe and simple to operate, and has great industrial application value.

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