5-Methoxyoxindole

Base Information

• Chemical Name: 5-Methoxyoxindole
• CAS No.: 7699-18-5
• Molecular Formula: C9H9NO2
• Molecular Weight: 163.176
• Hs Code.: 2933790090
• European Community (EC) Number: 811-662-2
• DSSTox Substance ID: DTXSID50363834
• Nikkaji Number: J416.478D
• Wikidata: Q72492023
• Mol file: 7699-18-5.mol

Synonyms:5-Methoxyoxindole;7699-18-5;5-methoxyindolin-2-one;5-methoxy-oxindole;5-methoxy-1,3-dihydroindol-2-one;5-METHOXY-2-OXINDOLE;5-methoxy-1,3-dihydro-indol-2-one;5-methoxy-2,3-dihydro-1H-indol-2-one;MFCD01860251;2H-Indol-2-one, 1,3-dihydro-5-methoxy-;5-methyoxyoxindole;5-methoxy oxindole;5-methoxylindolin-2-one;5-Methoxyindoline-2-one;SCHEMBL20214;DFGZEOUBIHLXFD-UHFFFAOYSA-;DTXSID50363834;5-methoxyl-1,3-dihydro-indol-2-one;AKOS005145094;CS-W004815;FS-3068;5-methoxy-1,3-dihydro-2H-indol-2-one;AM20041146;FT-0649775;M3157;EN300-98767;A26951;1,3-DIHYDRO-5-METHOXY-2H-INDOL-2-ONE;Q-102617

Chemical Property of 5-Methoxyoxindole

Chemical Property:

• Melting Point: 152-154 °C
• Boiling Point: 360.7 °C at 760 mmHg
• PKA: 13.66±0.20(Predicted)
• Flash Point: 172 °C
• PSA: 38.33000
• Density: 1.208 g/cm³
• LogP: 1.32780
• Storage Temp.: Sealed in dry,Room Temperature
• 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%, ^*data from raw suppliers

5-Methoxyindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)NC(=O)C2

Technology Process of 5-Methoxyoxindole

There total 39 articles about 5-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: 89.0%

4-methoxyacetanilide (51-66-1) + ethyl iodoacetae (623-48-3) → 5-methoxyindolin-2-one (7699-18-5)

Guidance literature:

With silver(I) acetate; palladium diacetate; trifluoroacetic acid; at 120 ℃; for 24h; Sealed tube; Inert atmosphere; Schlenk technique;

DOI:10.1055/s-0035-1561856

Reference yield: 85.0%

5-methoxyisatine (39755-95-8) → 5-methoxyindolin-2-one (7699-18-5)

Guidance literature:

With hydrazine hydrate; for 0.25h; Heating;

DOI:10.1080/00397919408010603

Reference yield: 81.0%

1,5-dimethoxyindolin-2-one (113519-33-8) → 5-methoxyindolin-2-one (7699-18-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/jo00275a027

upstream raw materials:

(2-amino-5-methoxy-phenyl)-acetic acid

1-methoxyindolin-2-one

1,5-dimethoxyindolin-2-one

N-Acetoxy-2-(3-methoxy-phenyl)-acetamide

Downstream raw materials:

5-Methoxy-3-[1-pyridin-4-yl-meth-(Z)-ylidene]-1,3-dihydro-indol-2-one

5-Methoxy-3-[1-pyridin-3-yl-meth-(E)-ylidene]-1,3-dihydro-indol-2-one

5-Methoxy-3-[1-pyridin-3-yl-meth-(Z)-ylidene]-1,3-dihydro-indol-2-one

5-methoxy-2-oxo-2,3-dihydro-indole-3-carbaldehyde

Refernces

• 1、 Huang, Tiao,Kong, Dulin,Li, Yue,Liu, Li,Wu, Mingshu. "A novel methodology for the efficient synthesis of 3-monohalooxindoles by acidolysis of 3-phosphate-substituted oxindoles with haloid acids". . p. 2321 - 2328. Retrieved 2021/09/22.
• 2、 -. "METHOD FOR PRODUCING LACTAM COMPOUND, AND LACTAM COMPOUND PRODUCED THEREBY". Paragraph 0174-0175; 0186. . Retrieved 2020/11/30.