6-Methoxy-2-oxindole supplier

Name
6-Methoxy-2-oxindole
EINECS
CAS No. 7699-19-6
Article Data19
CAS DataBase
Density 1.208 g/cm³
Solubility
Melting Point 162 °C
Formula C9H9 N O2
Boiling Point 342.3 °C at 760 mmHg
Molecular Weight 163.176
Flash Point 160.8 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2-Indolinone,6-methoxy- (7CI,8CI); 1,3-Dihydro-6-methoxy-2H-indol-2-one;6-Methoxy-1,3-dihydroindol-2-one; 6-Methoxy-2-indolinone; 6-Methoxy-2-oxindole;6-Methoxy-2-oxoindoline; 6-Methoxyoxindole
PSA 38.33000
LogP 1.32780

Synthetic route

: 113519-32-7
1,6-dimethoxyindolin-2-one

: 7699-19-6
6-methoxyoxindole

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In methanol	94%

: 108274-39-1
ethyl 2-(4-methoxy-2-nitrophenyl)acetate

: 7699-19-6
6-methoxyoxindole

Conditions

Conditions	Yield
With iron In acetic acid at 100℃; for 1h;	70%
With iron; acetic acid at 100℃; for 1h;	42%

: 52351-75-4
6-methoxyisatin

: 7699-19-6
6-methoxyoxindole

Conditions

Conditions	Yield
With hydrazine hydrate; potassium hydroxide at 140℃; for 4h;	60%

: 1355049-20-5
methyl {2-[(anilinocarbonyl)amino]-4-methoxyphenyl}acetate

A: 7699-19-6
6-methoxyoxindole

B: 1355049-23-8
2-hydroxy-6-methoxy-N-phenyl-1H-indole-3-carboxamide

C: 1355049-22-7
2-hydroxy-6-methoxy-N1,N3-diphenyl-1H-indole-1,3-dicarboxamide

D: 102-07-8
bis(diphenyl)urea

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 60℃;	A 26% B 2.6% C 56% D 2.9%

...Expand

: 121726-58-7
N-Acetoxy-2-(4-methoxy-phenyl)-acetamide

: 7699-19-6
6-methoxyoxindole

Conditions

Conditions	Yield
With iron(III) chloride; acetic acid In dichloromethane Ambient temperature;	50%

: 3-(4-methoxybenzyl)-1,4,2-dioxazol-5-one

: 7699-19-6
6-methoxyoxindole

Conditions

Conditions	Yield
With chlorido(8-quinolinolato-k2N,O)(η5-pentamethylcyclopentadienyl)iridium(III); sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate at 60℃; for 12h;	22%

: 147124-33-2
dimethyl 2-(4-methoxy-2-nitrophenyl)malonate

: 7699-19-6
6-methoxyoxindole

Conditions

Conditions	Yield
Stage #1: dimethyl 2-(4-methoxy-2-nitrophenyl)malonate With lithium chloride In dimethyl sulfoxide at 100℃; for 3h; Stage #2: With iron; acetic acid at 100℃; for 1h;

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 7699-19-6
6-methoxyoxindole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: tBuOK / dimethylformamide / 0.17 h / 90 °C 1.2: dimethylformamide / 12 h / 90 °C 2.1: LiCl / dimethylsulfoxide / 3 h / 100 °C 2.2: acetic acid; iron / 1 h / 100 °C View Scheme
Multi-step reaction with 3 steps 1: 1) NaH / 1) DMSO, 100 deg C, 40 min, 2a) RT, 30 min, 2b) 100 deg C, 1 h 2: 71 percent / LiCl / dimethylsulfoxide; H2O / 3 h / 100 °C 3: 70 percent / Fe powder / acetic acid / 1 h / 100 °C View Scheme
Multi-step reaction with 3 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.67 h / 20 - 100 °C 1.2: 1.5 h / 20 - 100 °C 2.1: water; lithium hydroxide monohydrate / dimethyl sulfoxide / 2 h / 100 °C 3.1: acetic acid; iron / 1 h / 100 °C View Scheme

: 10565-15-8
diethyl 2-(4-methoxy-2-nitrophenyl)malonate

: 7699-19-6
6-methoxyoxindole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 71 percent / LiCl / dimethylsulfoxide; H2O / 3 h / 100 °C 2: 70 percent / Fe powder / acetic acid / 1 h / 100 °C View Scheme
With iron; acetic acid at 120℃;
Multi-step reaction with 2 steps 1: water; lithium hydroxide monohydrate / dimethyl sulfoxide / 2 h / 100 °C 2: acetic acid; iron / 1 h / 100 °C View Scheme

: 2594-06-1
2-(4-methoxyphenyl)acetohydroxamic acid

: 7699-19-6
6-methoxyoxindole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: 50 percent / FeCl3, CH3COOH / CH2Cl2 / Ambient temperature View Scheme

: 20876-30-6
(4-methoxy-2-nitro-phenyl)-acetic acid

: 7699-19-6
6-methoxyoxindole

Conditions

Conditions	Yield
With iron; acetic acid at 116℃; for 1.66667h;

: 7699-19-6
6-methoxyoxindole

: 74-88-4
methyl iodide

: 187679-55-6
6-Methoxy-1,3,3-trimethyl-1,3-dihydro-indol-2-one

Conditions

Conditions	Yield
With sodium hydride In DMF (N,N-dimethyl-formamide) at 0 - 20℃; for 0.75h;	94.2%

: 7699-19-6
6-methoxyoxindole

: 187679-55-6
6-Methoxy-1,3,3-trimethyl-1,3-dihydro-indol-2-one

Conditions

Conditions	Yield
With NaH; methyl iodide In water; N,N-dimethyl-formamide	94.2%
With NaH; methyl iodide In water; N,N-dimethyl-formamide	94.2%
In water; N,N-dimethyl-formamide; mineral oil	4.16 g (83%)

: 7699-19-6
6-methoxyoxindole

: 80744-01-0
4,5,6,7-tetrahydro-1H-indole-2-carbaldehyde

: 6-Methoxy-3-[1-(4,5,6,7-tetrahydro-1H-indol-2-yl)-meth-(Z)-ylidene]-1,3-dihydro-indol-2-one

Conditions

Conditions	Yield
With piperidine In ethanol at 95℃; Condensation;	90%

: 7699-19-6
6-methoxyoxindole

: 75-36-5
acetyl chloride

: 5-acetyl-1,3-dihydro-6-hydroxy-2H-indol-2-one

Conditions

Conditions	Yield
With aluminium trichloride In carbon disulfide for 2.5h; Heating;	87%

aluminum trichloride (AlCl3): aluminum trichloride (AlCl3)

: 7699-19-6
6-methoxyoxindole

: 75-36-5
acetyl chloride

: 5-acetyl-1,3-dihydro-6-hydroxy-2H-indol-2-one

Conditions

Conditions	Yield
In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; carbon disulfide (CS2)	87%

...Expand

: 7699-19-6
6-methoxyoxindole

: 6855-48-7
6-hydroxyindolin-2-one

Conditions

Conditions	Yield
With boron tribromide In dichloromethane at -2 - 20℃; for 2h;	86%

: 7699-19-6
6-methoxyoxindole

: 6287-38-3
3,4-dichlorobenzaldehyde

3-(3,4-dichlorobenzylidene)-6-methoxy-oxindole: 3-(3,4-dichlorobenzylidene)-6-methoxy-oxindole

Conditions

Conditions	Yield
With pyrrolidine In methanol for 0.25h; Heating;	85%

: 7699-19-6
6-methoxyoxindole

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

: 374898-42-7
6-methoxy-1-(tert-butoxycarbonyl)oxindole

Conditions

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran Heating;	85%
With sodium hydrogencarbonate In tetrahydrofuran Heating;	81%

: 7699-19-6
6-methoxyoxindole

: 848649-92-3
6-methoxyindoline-2-thione

Conditions

Conditions	Yield
With tetraphosphorus decasulfide; sodium hydrogencarbonate In tetrahydrofuran at 20℃; for 4h;	82%

: 7699-19-6
6-methoxyoxindole

: 123-11-5
4-methoxy-benzaldehyde

: 6-Methoxy-3-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-1,3-dihydro-indol-2-one

Conditions

Conditions	Yield
With piperidine In ethanol Heating;	77%

: 1133-96-6
3-(5-formyl-2,4-dimethyl-1H-pyrrol-3-yl)-propionic acid

: 7699-19-6
6-methoxyoxindole

: 3-[5-(6-Methoxy-2-oxo-1,2-dihydroindol-3-ylidenemethyl)-2,4-dimethyl-1H-pyrrol-3-yl]-propionic acid

Conditions

Conditions	Yield
With piperidine In ethanol at 95℃; for 5h; Condensation;	76%

: 7699-19-6
6-methoxyoxindole

: 210303-50-7
SU6663

: 3-[5-(6-Methoxy-2-oxo-1,2-dihydroindol-3-ylidenemethyl)-2,4-dimethyl-1H-pyrrol-3-yl]-propionic acid

Conditions

Conditions	Yield
With piperidine In ethanol at 95℃;	76%

: 50-00-0
formaldehyd

: 828911-01-9
N-benzyl-2-(piperazin-1-yl)acetamide

: 7699-19-6
6-methoxyoxindole

: N-benzyl-2-{4-[(6-methoxy-2-indolon-1-yl)methyl]piperazin-1-yl}acetamide

Conditions

Conditions	Yield
In ethanol at 20℃; for 15h;	71.5%

...Expand

: 7699-19-6
6-methoxyoxindole

: 591-31-1
3-methoxy-benzaldehyde

: (E)-6-methoxy-3-(3-methoxybenzylidene)indolin-2-one

Conditions

Conditions	Yield
With piperidine In ethanol Heating;	69%
With piperidine In ethanol at 140℃; for 0.25h; Knoevenagel condensation; Microwave irradiation; Inert atmosphere;	31%

: 7699-19-6
6-methoxyoxindole

: 3392-97-0
2,6-dimethoxybenzaldehyde

: 3-[1-(2,6-Dimethoxy-phenyl)-meth-(E)-ylidene]-6-methoxy-1,3-dihydro-indol-2-one

Conditions

Conditions	Yield
With piperidine In ethanol Heating;	68%

: 7699-19-6
6-methoxyoxindole

: 93-02-7
2,5-dimethoxybenzaldehyde

: 3-[1-(2,5-Dimethoxy-phenyl)-meth-(E)-ylidene]-6-methoxy-1,3-dihydro-indol-2-one

Conditions

Conditions	Yield
With piperidine In ethanol Heating;	65%

: 7699-19-6
6-methoxyoxindole

: 135-02-4
ortho-anisaldehyde

: 6-Methoxy-3-[1-(2-methoxy-phenyl)-meth-(E)-ylidene]-1,3-dihydro-indol-2-one

Conditions

Conditions	Yield
With piperidine In ethanol Heating;	65%

: 7699-19-6
6-methoxyoxindole

: 3416-18-0
5-hydroxyoxindole

Conditions

Conditions	Yield
With water; hydrogen bromide at 120℃; for 16h;	65%

: 258831-59-3
3-(3-thiophene)-4-methoxybenaldehyde

: 7699-19-6
6-methoxyoxindole

: 258829-57-1
6-methoxy-3-(4-methoxy-3-thiophen-3-ylbenzylidene)-1,3-dihydroindol-2-one

Conditions

Conditions	Yield
With piperidine In ethanol at 100℃; for 12h;	64%

: 7699-19-6
6-methoxyoxindole

: 39577-43-0
1-(3-chloropropyl)-4-(3-chlorophenyl)piperazine

: 1-{3-[4-(3-chlorophenyl)-1-piperazinyl]propyl}-6-methoxyindolin-2-one

Conditions

Conditions	Yield
aluminum oxide; potassium fluoride In acetonitrile for 4h; Heating;	59%

: 7699-19-6
6-methoxyoxindole

: 830-79-5
2,4,6-trimethoxybenzaldehyde

: 6-Methoxy-3-[1-(2,4,6-trimethoxy-phenyl)-meth-(E)-ylidene]-1,3-dihydro-indol-2-one

Conditions

Conditions	Yield
With piperidine In ethanol Heating;	58%

: 7699-19-6
6-methoxyoxindole

: 5-(2-hydroxy-3-morpholin-4-yl-propyl)-3-methyl-4-oxo-1,4,5,6,7,8-hexahydro-pyrrolo[3,2-c]azepine-2-carbaldehyde

: 1083096-79-0
(R,Z)-5-(2-hydroxy-3-morpholinopropyl)-2-((6-methoxy-2-oxoindolin-3-ylidene)methyl)-3-methyl-5,6,7,8-tetrahydropyrrolo[3,2-c]azepin-4(1H)-one

Conditions

Conditions	Yield
With piperidine In ethanol at 20 - 45℃;	51%

: 7699-19-6
6-methoxyoxindole

: 1082990-45-1
(R)-5-(2-hydroxy-3-morpholin-4-yl-propyl)-3-methyl-4-oxo-1,4,5,6,7,8-hexahydro-pyrrolo[3,2-c]azepine-2-carbaldehyde

: 1083096-79-0
(R,Z)-5-(2-hydroxy-3-morpholinopropyl)-2-((6-methoxy-2-oxoindolin-3-ylidene)methyl)-3-methyl-5,6,7,8-tetrahydropyrrolo[3,2-c]azepin-4(1H)-one

Conditions

Conditions	Yield
With piperidine In ethanol at 20 - 45℃;	51%

: 7699-19-6
6-methoxyoxindole

: 245036-14-0
3-(2-formyl-4,5,6,7-tetrahydro-1H-indol-3-yl)propionic acid

: 3-[2-(6-methoxy-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-4,5,6,7-tetrahydro-1H-indol-3-yl]-propionic acid

Conditions

Conditions	Yield
With piperidine In ethanol for 1h; Condensation; Heating;	50%

6-Methoxy-2-oxindole Chemical Properties

Molecular Structure of 2H-Indol-2-one,1,3-dihydro-6-methoxy- (CAS NO.7699-19-6):

IUPAC Name: 6-methoxy-1,3-dihydroindol-2-one
CAS: 7699-19-6
Empirical Formula: C₉H₉NO₂
Molecular Weight: 163.1733
H bond acceptors: 3
H bond donors: 1
Freely Rotating Bonds: 1
Polar Surface Area: 29.54 Å²
Index of Refraction: 1.564
Molar Refractivity: 43.97 cm³
Molar Volume: 135 cm³
Surface Tension: 42.3 dyne/cm
Density: 1.208 g/cm³
Flash Point: 160.8 °C
Enthalpy of Vaporization: 58.6 kJ/mol
Boiling Point: 342.3 °C at 760 mmHg
Vapour Pressure: 7.59E-05 mmHg at 25°C
Product Categories: blocks; IndolesOxindoles; Indoline & Oxindole

6-Methoxy-2-oxindole Specification

2H-Indol-2-one,1,3-dihydro-6-methoxy- , with CAS number of 7699-19-6, can be called Aurora ka-6734 ; 6-methoxyoxindole ; 6-methoxyindol-2(3h)-one ; 6-methoxy-2-oxyindole ; 6-methoxy-2-indolinone ; 2,3-dihydro-6-methoxy-2h-indol-2-one ; 2h-indole-2-one, 1,3-dihydro-6-methoxy ; 6-methoxyindolin-2-one .

Product Name

6-Methoxy-2-oxindole

Synthetic route

6-Methoxy-2-oxindole Chemical Properties

6-Methoxy-2-oxindole Specification

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