5-Hydroxy-1-methylindolin-2-one

Base Information

• Chemical Name: 5-Hydroxy-1-methylindolin-2-one
• CAS No.: 6062-24-4
• Molecular Formula: C9H9NO2
• Molecular Weight: 163.17300
• European Community (EC) Number: 831-156-5
• DSSTox Substance ID: DTXSID20434823
• Wikidata: Q82249355
• Mol file: 6062-24-4.mol

Synonyms:6062-24-4;5-hydroxy-1-methylindolin-2-one;1,3-DIHYDRO-5-HYDROXY-1-METHYL-2H-INDOL-2-ONE;5-hydroxy-1-methyl-3H-indol-2-one;2H-Indol-2-one, 1,3-dihydro-5-hydroxy-1-methyl-;5-hydroxy-1-methyl-2,3-dihydro-1H-indol-2-one;1-Methyl-5-hydroxy-2-indolinone;SCHEMBL8287657;5-hydroxy-1-methyl-2-indolinone;DTXSID20434823;JUPNUOIZFNVFOB-UHFFFAOYSA-N;MFCD11869156;AKOS022636535;SB64881;AM806292;NS-01290;CS-0036169;EN300-174898;5-hydroxy-1-methyl-1,3-dihydro-2H-indol-2-one;Z1255384169

Chemical Property of 5-Hydroxy-1-methylindolin-2-one

Chemical Property:

• PSA: 40.54000
• LogP: 0.97610
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 163.063328530
• Heavy Atom Count: 12
• Complexity: 205

Purity/Quality:

99% ^*data from raw suppliers

1,3-Dihydro-5-hydroxy-1-methyl-2H-indol-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=O)CC2=C1C=CC(=C2)O

Technology Process of 5-Hydroxy-1-methylindolin-2-one

There total 8 articles about 5-Hydroxy-1-methylindolin-2-one 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%

chloro-acetic acid-(4-hydroxy-N-methyl-anilide) (2567-80-8) → 1-methyl-5-hydroxy-2-indolinone (6062-24-4)

Guidance literature:

With aluminium trichloride; at 180 ℃;

DOI:10.1016/j.bmcl.2005.10.005

Reference yield:

N-methyl-p-phenetidine (3154-18-5) → 1-methyl-5-hydroxy-2-indolinone (6062-24-4)

Guidance literature:

With chloroacetyl chloride; benzene; Erhitzen des Reaktionsprodukts mit Aluminiumchlorid auf 185grad;

DOI:10.1021/ja01314a003

Reference yield:

N-methyl-p-aminophenol (150-75-4) → 1-methyl-5-hydroxy-2-indolinone (6062-24-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / TEA; DMAP / dimethylformamide / 0 °C

2: 89 percent / AlCl₃ / 180 °C

With dmap; aluminium trichloride; TEA; In N,N-dimethyl-formamide; 2: Friedel-Crafts reaction;

DOI:10.1016/j.bmcl.2005.10.005

upstream raw materials:

N-methyl-p-aminophenol

N-(4-hydroxy-phenyl)-N-methyl-glycine

N-methyl-p-phenetidine

2-chloro-N-(4-methoxy-phenyl)-N-methylacetamide

Downstream raw materials:

3-(4-diethylamino-phenylimino)-5-hydroxy-1-methyl-indolin-2-one

5-methyl-6-oxo-6,7-dihydro-furo[2,3-f]indole

5-methyl-3,6-dioxo-2,3,6,7-tetrahydro-furo[2,3-f]indole

Oxindole

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