5-Methoxy-1,3-dimethyl-2-indolinone

Base Information

• Chemical Name: 5-Methoxy-1,3-dimethyl-2-indolinone
• CAS No.: 116707-99-4
• Molecular Formula: C11H13NO2
• Molecular Weight: 191.23
• DSSTox Substance ID: DTXSID60433113
• Nikkaji Number: J364.344A
• Mol file: 116707-99-4.mol

Synonyms:116707-99-4;5-METHOXY-1,3-DIMETHYL-2-INDOLINONE;5-methoxy-1,3-dimethylindolin-2-one;5-methoxy-1,3-dimethyl-3H-indol-2-one;5-methoxy-l,3-dimethyloxindole;SCHEMBL8532730;DTXSID60433113;OEFXMHVYDQGQRW-UHFFFAOYSA-N;1,3-DIMETHYL-5-METHOXY-2,3-DIHYDRO-1H-INDOLE-2-ONE;1,3-dimethyl-5-methoxy-2-indolinone;AKOS015909550;1,3-Dimethyl-5-methoxyindoline-2-one;C91847;5-methoxy-1,3-dimethyl-2,3-dihydro-1H-indol-2-one

Chemical Property of 5-Methoxy-1,3-dimethyl-2-indolinone

Chemical Property:

• Melting Point: 84-86 °C
• Boiling Point: 371.551 °C at 760 mmHg
• PKA: 1.13±0.40(Predicted)
• Flash Point: 178.508 °C
• PSA: 29.54000
• Density: 1.124 g/cm³
• LogP: 1.84010
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 191.094628657
• Heavy Atom Count: 14
• Complexity: 241

Purity/Quality:

99% ^*data from raw suppliers

5-METHOXY-1,3-DIMETHYL-2-INDOLINONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C2=C(C=CC(=C2)OC)N(C1=O)C

Technology Process of 5-Methoxy-1,3-dimethyl-2-indolinone

There total 29 articles about 5-Methoxy-1,3-dimethyl-2-indolinone 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: 96.0%

(±)-3-acetyl-5-methoxy-1,3-dimethylindolin-2-one → 1,3-dimethyl-5-methoxyindolin-2-one (116707-99-4,123273-02-9)

Guidance literature:

With aluminum oxide; In diethyl ether; at 20 ℃; for 1h;

DOI:10.3987/COM-14-S(K)57

Reference yield: 94.0%

(±)-benzyl 5-methoxy-1,3-dimethyl-2-oxoindoline-3-carboxylate → 1,3-dimethyl-5-methoxyindolin-2-one (116707-99-4,123273-02-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 12h; under 760.051 Torr; Solvent; Inert atmosphere;

DOI:10.3762/bjoc.12.111

Reference yield: 93.0%

5-methoxy-1,3-dimethyl-3-methylthio-1H-indol-2(3H)-one → 1,3-dimethyl-5-methoxyindolin-2-one (116707-99-4,123273-02-9)

Guidance literature:

With acetic acid; zinc; for 1h; Heating;

upstream raw materials:

1,3-dimethyl-5-hydroxyoxindole

dimethyl sulfate

5-methoxy-1,3-dimethyl-1H-indole

N-(2-bromo-4-methoxyphenyl)-N-methylacrylamide

Downstream raw materials:

3-benzyl-1,3-dimethyl-5-methoxy-2-oxoindoline

(2S,3S)-2,3-Bis-benzoyloxy-succinic acid; compound with (S)-3-(2-amino-ethyl)-5-methoxy-1,3-dimethyl-1,3-dihydro-indol-2-one

(+/-)-Physostigmine

(±)-5-methoxy-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo-[2,3-b]indole

Refernces

• 1、 Larin, Egor M.,Lautens, Mark,Loup, Joachim. "Iron-Catalyzed Reductive Cyclization by Hydromagnesiation: A Modular Strategy Towards N-Heterocycles". . p. 22345 - 22351. Retrieved 2021/09/09.
• 2、 Kikue, Nobutaka,Takahashi, Tetsuya,Nishino, Hiroshi. "Mn(III)-based oxidative cyclization of N-aryl-3-oxobutanamides. facile synthesis and transformation of substituted oxindoles". . p. 540 - 562. Retrieved 2015/03/04.