6-Methoxyoxindole

Base Information

• Chemical Name: 6-Methoxyoxindole
• CAS No.: 7699-19-6
• Molecular Formula: C9H9 N O2
• Molecular Weight: 163.176
• Hs Code.: 2933790090
• European Community (EC) Number: 802-163-0
• DSSTox Substance ID: DTXSID50383153
• Nikkaji Number: J416.479B
• Wikidata: Q72517381
• Mol file: 7699-19-6.mol

Synonyms:6-METHOXYOXINDOLE;7699-19-6;6-Methoxy Oxindole;6-methoxyindolin-2-one;6-methoxy-1,3-dihydroindol-2-one;6-methoxy-oxindole;6-methoxy-2,3-dihydro-1H-indol-2-one;MFCD00239414;6-Methoxy-2-oxindole;2H-Indol-2-one, 1,3-dihydro-6-methoxy-;6-Methoxyindoline-2-one;2,3-DIHYDRO-6-METHOXY-2H-INDOL-2-ONE;SCHEMBL153506;6-METHOXY-2-INDOLINONE;DTXSID50383153;OXOQGUGIJKUSRP-UHFFFAOYSA-N;6-methoxyl-1,3-dihydro-indol-2-one;AKOS006272778;AB05458;FS-3481;AC-30571;SY002721;6-METHOXY-1,3-DIHYDRO-INDOL-2-ONE;AM20041147;CS-0062007;FT-0650538;M-3545;A838931

Chemical Property of 6-Methoxyoxindole

Chemical Property:

• Vapor Pressure: 7.59E-05mmHg at 25°C
• Melting Point: 162 °C
• Boiling Point: 342.3 °C at 760 mmHg
• PKA: 13.79±0.20(Predicted)
• Flash Point: 160.8 °C
• PSA: 38.33000
• Density: 1.208 g/cm³
• LogP: 1.32780
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 163.063328530
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

99.0%, ^*data from raw suppliers

6-Methoxy-1,3-dihydroindol-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(CC(=O)N2)C=C1

Technology Process of 6-Methoxyoxindole

There total 15 articles about 6-Methoxyoxindole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

1,6-dimethoxyindolin-2-one (113519-32-7) → 6-methoxyoxindole (7699-19-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/jo00275a027

Reference yield: 75.7%

→ (2S,3S)-2-Diphenylmethyl-3-(6-methoxy-1,3,3-trimethyloxindol-5-yl)methylamino-1-azabicyclo[2.2.2]octane monobesylate + 6-methoxyoxindole (7699-19-6)

Guidance literature:

Reference yield: 70.0%

ethyl 2-(4-methoxy-2-nitrophenyl)acetate (108274-39-1) → 6-methoxyoxindole (7699-19-6)

Guidance literature:

With iron; In acetic acid; at 100 ℃; for 1h;

DOI:10.1055/s-1993-25790

upstream raw materials:

1,6-dimethoxyindolin-2-one

N-Acetoxy-2-(4-methoxy-phenyl)-acetamide

ethyl 2-(4-methoxy-2-nitrophenyl)acetate

dimethyl 2-(4-methoxy-2-nitrophenyl)malonate

Downstream raw materials:

(E)-5-methoxy-3-(3,4,5-trimethoxybenzylidene)-indolin-2-one

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

(E)-3-(3-hydroxy-4-methoxybenzylidene)-6-methoxyindolin-2-one

(E)-6-methoxy-3-(3-(trifluoromethyl)benzylidene)indolin-2-one

Refernces

• 1、 Gao, Min,Gong, Xiangnan,Hu, Lin,Luo, Yanshu,Xia, Yuanzhi,Xu, Qianlan,Zhao, Yukun. "A Unified Catalytic Asymmetric (4+1) and (5+1) Annulation Strategy to Access Chiral Spirooxindole-Fused Oxacycles". supporting information. p. 19813 - 19820. Retrieved 2021/08/03.
• 2、 -. "LRRK2 INHIBITORS". Page/Page column 130-131. . Retrieved 2013/02/28.