1,5-Diacetylindoline

Base Information

• Chemical Name: 1,5-Diacetylindoline
• CAS No.: 16078-35-6
• Molecular Formula: C12H13 N O2
• Molecular Weight: 203.241
• Hs Code.: 2933990090
• European Community (EC) Number: 625-120-6
• DSSTox Substance ID: DTXSID20390995
• Nikkaji Number: J514.758A
• Wikidata: Q82188175
• Mol file: 16078-35-6.mol

Synonyms:1,5-Diacetylindoline;16078-35-6;1,1'-(Indoline-1,5-diyl)diethanone;1-(1-acetyl-2,3-dihydroindol-5-yl)ethanone;1 5-DIACETYLINDOLINE 97;1-(5-acetyl-2,3-dihydro-1H-indol-1-yl)ethan-1-one;1-(1-acetyl-2,3-dihydro-1h-indol-5-yl)ethanone;1,5-Diacetylindoline, 97%;SCHEMBL868561;DTXSID20390995;DDTZNSOMVMYKHA-UHFFFAOYSA-N;1-(1-acetylindolin-5-yl)ethanone;MFCD00459527;AKOS015898088;SB64237;CS-0357991;1,1'-(Indoline-1,5-diyl)bis(ethan-1-one);A810183;J-009752

Chemical Property of 1,5-Diacetylindoline

Chemical Property:

• Vapor Pressure: 4.58E-09mmHg at 25°C
• Melting Point: 137-141 °C(lit.)
• Refractive Index: 1.57
• Boiling Point: 471.6°C at 760 mmHg
• Flash Point: 240.8°C
• PSA: 37.38000
• Density: 1.179g/cm³
• LogP: 1.86320
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 203.094628657
• Heavy Atom Count: 15
• Complexity: 287

Purity/Quality:

97% ^*data from raw suppliers

1,5-Diacetylindoline 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC2=C(C=C1)N(CC2)C(=O)C
• Uses: Reactant for α-arylation reactionsReactant for preparation of 5-HT1B receptor antagonistsReactant for synthesis 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)ethylacrylamides as KCNQ2 opener agentsReactant for preparation of 1-acyl-7-nitroindolines as L-glutamate photoreleasing agents in cerebellar granule neurons

Technology Process of 1,5-Diacetylindoline

There total 6 articles about 1,5-Diacetylindoline 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: 88.0%

1-Acetyl-2,3-dihydro-1H-indole (16078-30-1) + acetyl chloride (75-36-5) → 1-(1-acetylindolin-5-yl)ethanone (16078-35-6)

Guidance literature:

With Aluminum Chloride; In dichloromethane; for 16h; Inert atmosphere; Reflux;

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

acetyl chloride

acetone

1-indoline

Downstream raw materials:

5-ethyl-2,3-dihydro-1H-indole

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

1-(5-hydroxy-2,3-dihydroindol-1-yl)ethanone