5-Acetylindoline

Base Information

• Chemical Name: 5-Acetylindoline
• CAS No.: 16078-34-5
• Molecular Formula: C10H11 N O
• Molecular Weight: 161.203
• Hs Code.: 2933990090
• European Community (EC) Number: 240-223-2
• NSC Number: 75568
• DSSTox Substance ID: DTXSID60936391
• Nikkaji Number: J41.560J
• Wikidata: Q82912591
• ChEMBL ID: CHEMBL1883341
• Mol file: 16078-34-5.mol

Synonyms:16078-34-5;1-(Indolin-5-yl)ethanone;5-Acetylindoline;1-(2,3-Dihydro-1H-indol-5-yl)-ethanone;1-(2,3-dihydro-1H-indol-5-yl)ethanone;1-(2,3-Dihydro-1H-indol-5-yl)ethan-1-one;MFCD00090836;MLS002693948;1-(5-Indolinyl)ethanone;5-Acetyl-2,3-dihydro-1H-indole;NSC75568;1-indolin-5-ylethanone;Ethanone,1-(2,3-dihydro-1H-indol-5-yl)-;NCIOpen2_000552;5-Acetyl-2,3-dihydroindole;SCHEMBL2610325;CHEMBL1883341;WLN: T56 BMT&J GV1;DTXSID60936391;HMS3088A21;AMY21137;BBL012012;STK802723;AKOS000112110;Ethanone,3-dihydro-1H-indol-5-yl)-;FD13072;SB66171;AS-48887;SMR000735474;SY079649;BB 0238587;CS-0085493;FT-0677903;EN300-69546;A810182;Ethanone, 1-(2,3-dihydro-1H-indol-5-yl)- (9CI);N,N-DIMETHYL-1,4,5,8-NAPHTHALENETETRACARBOXYLICDIIMIDE

Chemical Property of 5-Acetylindoline

Chemical Property:

• Vapor Pressure: 9.65E-05mmHg at 25°C
• Melting Point: 70.5-71℃
• Refractive Index: 1.5200 (estimate)
• Boiling Point: 318.4°Cat760mmHg
• PKA: 2.35±0.20(Predicted)
• Flash Point: 145°C
• PSA: 29.10000
• Density: 1.103g/cm³
• LogP: 1.99520
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 161.084063974
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

NLT 98% ^*data from raw suppliers

1-(indolin-5-yl)ethanone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC2=C(C=C1)NCC2

Technology Process of 5-Acetylindoline

There total 9 articles about 5-Acetylindoline 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: 100.0%

1-(1-acetylindolin-5-yl)ethanone (16078-35-6) → 5-Acetyl-2,3-dihydro-1H-indole (16078-34-5)

Guidance literature:

With hydrogenchloride;

DOI:10.1016/j.bmcl.2004.06.035

Reference yield: 12.0%

1-Acetyl-2,3-dihydro-1H-indole (16078-30-1) + acetone (67-64-1) → 5-Acetyl-2,3-dihydro-1H-indole (16078-34-5) + 1-(1-acetylindolin-5-yl)ethanone (16078-35-6) + 7-acetylindoline (104019-19-4) + 1,7-diacetylindoline

Guidance literature:

for 24h; Mechanism; Irradiation; other acetylindolines, acetone as educt or solvent, var. reaction times;

DOI:10.3987/R-1987-01-0061

Reference yield: 11.0%

1-Acetyl-2,3-dihydro-1H-indole (16078-30-1) → 5-Acetyl-2,3-dihydro-1H-indole (16078-34-5) + 1-(1-acetylindolin-5-yl)ethanone (16078-35-6) + 7-acetylindoline (104019-19-4) + 1,7-diacetylindoline

Guidance literature:

In acetone; for 24h; Further byproducts given; Irradiation;

DOI:10.3987/R-1987-01-0061

upstream raw materials:

1-(1-acetylindolin-5-yl)ethanone

1-Acetyl-2,3-dihydro-1H-indole

acetyl chloride

acetone

Downstream raw materials:

1-(1H-indol-5-yl)ethanone

N-[1-(2,3-dihydro-1H-indol-5-yl)-ethyl]-3-(2-fluoro-phenyl)-acrylamide

4-(2',3'-Dihydroindol-5'-yl)-2-methylthiazol

Refernces

• 1、 Wu, Yong-Jin,Sun, Li-Qiang,He, Huan,Chen, Jie,Starrett Jr., John E.,Dextraze, Pierre,Daris, Jean-Paul,Boissard, Christopher G.,Pieschl, Rick L.,Gribkoff, Valentin K.,Natale, Joanne,Knox, Ronald J.,Harden, David G.,Thompson, Mark W.,Fitzpatrick, William,Weaver, David,Wu, Dedong,Gao, Qi,Dworetzky, Steven I.. "Synthesis and KCNQ2 opener activity of N-(1-benzo[1,3]dioxol-5-yl-ethyl, N-[1-(2,3-dihydro-benzofuran-5-yl)-ethyl, and N-[1-(2,3-dihydro-1H-indol-5-yl)- ethyl acrylamides". . p. 4533 - 4537. Retrieved 2007/10/03.
• 2、 Akagi, Masao,Ozaki, Kazuko. "THE SYNTHESIS OF 5- and 7-ACETYLINDOLE DERIVATIVES. I. THE PHOTOCHEMICAL REARRANGEMENT OF 1-ACETYLINDOLINE". . p. 61 - 64. Retrieved 2007/10/02.