Ethyl 2-oxoindoline-5-carboxylate

Base Information

• Chemical Name: Ethyl 2-oxoindoline-5-carboxylate
• CAS No.: 61394-49-8
• Molecular Formula: C11H11NO3
• Molecular Weight: 205.21000
• Hs Code.: 2933790090
• DSSTox Substance ID: DTXSID90517470
• Nikkaji Number: J2.491.578F
• Wikidata: Q82379519
• Mol file: 61394-49-8.mol

Synonyms:Ethyl 2-oxoindoline-5-carboxylate;61394-49-8;Ethyl 2-oxo-1,3-dihydroindole-5-carboxylate;Ethyl 2-oxo-2,3-dihydro-1H-indole-5-carboxylate;SCHEMBL261651;Ethyl2-oxoindoline-5-carboxylate;DTXSID90517470;PESDNLMIHZQXPD-UHFFFAOYSA-N;AMY14136;SB11974;BS-29094;CS-0054066;FT-0737572;P12187;2-Oxo-2,3-dihydro-1H-indole-5-carboxylic acid ethyl ester;InChI=1/C11H11NO3/c1-2-15-11(14)7-3-4-9-8(5-7)6-10(13)12-9/h3-5H,2,6H2,1H3,(H,12,13

Chemical Property of Ethyl 2-oxoindoline-5-carboxylate

Chemical Property:

• PSA: 58.89000
• LogP: 1.44300
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 205.07389321
• Heavy Atom Count: 15
• Complexity: 277

Purity/Quality:

97% ^*data from raw suppliers

Ethyl2-oxoindoline-5-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 2-oxoindoline-5-carboxylate

There total 10 articles about Ethyl 2-oxoindoline-5-carboxylate 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: 85.0%

ethyl 3-(methylthio)-2-oxindoline-5-carboxylate (61394-56-7) → ethyl 2-oxindoline-5-carboxylate (61394-49-8)

Guidance literature:

With Raney nickel 2800; In ethanol; for 4h; Heating;

DOI:10.3390/11090700

Reference yield: 82.0%

diethyl 5-carbethoxy-2-nitro-benzyl malonate (86400-59-1) → ethyl 2-oxindoline-5-carboxylate (61394-49-8)

Guidance literature:

With iron; In acetic acid; for 2h; Heating;

Reference yield:

ethyl 3-hydroxy-4-nitro-benzoate (717-01-1) → ethyl 2-oxindoline-5-carboxylate (61394-49-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / Et₃N / acetone / 15 h / 25 °C

2: 75 percent / NaH / dimethylformamide / 24 h / 25 °C

3: 82 percent / iron powder / acetic acid / 2 h / Heating

With iron; sodium hydride; triethylamine; In acetic acid; N,N-dimethyl-formamide; acetone;

upstream raw materials:

ethanol

5-chloroacetylindolin-2-one

diethyl 5-carbethoxy-2-nitro-benzyl malonate

ethyl 3-(methylthio)-2-oxindoline-5-carboxylate

Downstream raw materials:

5-(hydroxymethyl)-1,3-dihydro-2H-indol-2-one

5-carboxy-3-benzyl-indolin-2-one

1'-(tert-butoxycarbonyl)-2-oxospiro[indoline-3,4'-piperidine]-5-carboxylic acid

5-carbethoxy-3-benzylidene-indolin-2-one