2-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)acetamide

Base Information

• Chemical Name: 2-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)acetamide
• CAS No.: 85124-17-0
• Molecular Formula: C₁₀H₈N₂O₃
• Molecular Weight: 204.185
• DSSTox Substance ID: DTXSID10365556
• Nikkaji Number: J68.724C
• Wikidata: Q82150322
• ChEMBL ID: CHEMBL79466
• Mol file: 85124-17-0.mol

Synonyms:85124-17-0;2-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)acetamide;2-(2,3-dioxoindol-1-yl)acetamide;2-(2,3-dioxoindolin-1-yl)acetamide;2-(2,3-Dioxo-2,3-dihydro-indol-1-yl)-acetamide;2,3-Dioxo-1-indolineacetamide;Isatin-1-(N)-actamid;Isatin-based compound, 12;CHEMBL79466;SCHEMBL578197;NIOSH/NM1890300;BDBM22792;DTXSID10365556;Isatin-1-(N)-actamid [German];PFDMWGKCXRICRV-UHFFFAOYSA-N;1-Indolineacetamide, 2,3-dioxo-;BBL009768;STK824109;AKOS000103006;CCG-274364;LS-83436;VS-02173;EU-0034696;NM18903000;EN300-172920;SR-01000399371;SR-01000399371-1;F1943-0018

Chemical Property of 2-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)acetamide

Chemical Property:

• PSA: 81.46000
• LogP: 0.91590
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 204.05349212
• Heavy Atom Count: 15
• Complexity: 327

Purity/Quality:

99% ^*data from raw suppliers

2-(2,3-Dioxo-2,3-dihydro-indol-1-yl)-acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C(=O)N2CC(=O)N

Technology Process of 2-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)acetamide

There total 5 articles about 2-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)acetamide 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: 87.0%

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) + Chloroacetamide (79-07-2) → 2-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)acetamide (85124-17-0)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/op800203p

Reference yield:

bromo-acetic acid amide (683-57-8) + indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) → 2-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)acetamide (85124-17-0)

Guidance literature:

indole-2,3-dione; With polymeric BEMP; In acetonitrile; at 25 ℃; for 0.166667h;

bromo-acetic acid amide; In acetonitrile; at 45 ℃; for 16h;

DOI:10.1016/S0960-894X(00)00523-0

Reference yield:

→ 2-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)acetamide (85124-17-0)

Guidance literature:

With sulfuric acid; at 100 ℃;

upstream raw materials:

2-(2,3-dioxoindolin-1-yl)acetyl chloride

bromo-acetic acid amide

indole-2,3-dione

Chloroacetamide

Downstream raw materials:

(Z)-2-(3-(1,3-dimethyl-2,7-dioxo-3a,9a-diphenyl-1,2,3,3a,9,9a-hexahydroimidazo[4,5-e]thiazolo[3,2-b]-1,2,4-triazin-6(7H)-ylidene)-2-oxo-1,2-dihydro-3H-indolyl-1-)acetamide

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