1-Acetylindoline

Base Information

• Chemical Name: 1-Acetylindoline
• CAS No.: 16078-30-1
• Molecular Formula: C10H11NO
• Molecular Weight: 161.203
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10166984
• Nikkaji Number: J40.153F
• Wikidata: Q72435303
• ChEMBL ID: CHEMBL3274978
• Mol file: 16078-30-1.mol

Synonyms:1-Acetylindoline;16078-30-1;1-(indolin-1-yl)ethanone;N-Acetylindoline;1-(2,3-dihydroindol-1-yl)ethanone;1H-Indole, 1-acetyl-2,3-dihydro-;1-(2,3-dihydro-1H-indol-1-yl)ethan-1-one;INDOLINE, 1-ACETYL-;BRN 0129366;1H-Indole, 1-acetyl-2,3-dihydro- (9CI);CHEMBL3274978;MFCD00022908;1-(2,3-dihydro-indol-1-yl)-ethanone;5-20-06-00242 (Beilstein Handbook Reference);acetylindoline;N-Acetyl indoline;1-acetyl-indoline;1-ACETYL-2,3-DIHYDROINDOLE;Maybridge1_005081;1-Acetylindoline, 98%;ChemDiv2_000149;SCHEMBL396037;1-(indolin-1-yl)ethan-1-one;HMS555O21;DTXSID10166984;HMS1369G17;1-Acetyl-2,3-dihydro-1H-indole;BDBM50016624;STK364320;AKOS003239122;CS-W010870;SB64066;AC-23381;LS-83442;1-(2,3-dihydro-1H-indol-1-yl)ethanone;1-(2,3-dihydro-1H-indol-1-yl)-ethanone;FT-0629823;EN300-49295;A-1414;Ethanone, 1-(2,3-dihydro-1H-indol-1-yl)-;1-indolin-1-ylethanone;1-(Indolin-1-yl)ethanone;A810181;SR-01000389835;SR-01000389835-1;Z30624388;F0451-0187

Chemical Property of 1-Acetylindoline

Chemical Property:

• Appearance/Colour: Off-white crystals
• Vapor Pressure: 3.2E-05mmHg at 25°C
• Melting Point: 102-104 °C(lit.)
• Refractive Index: 1.575
• Boiling Point: 355.1 °C at 760 mmHg
• PKA: 1.13±0.20(Predicted)
• Flash Point: 174.5 °C
• PSA: 20.31000
• Density: 1.144 g/cm³
• LogP: 1.66060
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 161.084063974
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

99% ^*data from raw suppliers

1-(2,3-Dihydroindol-1-yl)ethanone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)N1CCC2=CC=CC=C21
• Uses: ? ;Reactant for preparation of triazolothiadiazepine dioxide derivatives1? ;Reactant for preparation of halo-substituted aromatic amides2? ;Reactant for preparation of [[(phenyl)piperazinyl]alkyl]indolyl]ethanone and [[[(phenoxyethyl)piperazinyl]alkyl]indolyl]ethanone derivatives as α1-adrenoreceptor antagonists3? ;Reactant for synthesis of naphthalenedione derivatives as antimycobacterial agents4? ;Reactant for regioselective ortho Suzuki-Miyaura coupling reaction5 1-(2,3-Dihydroindol-1-yl)ethanone is an intermediate used for preparation of triazolothiadiazepine dioxide derivatives, halo-substituted aromatic amides and [[(phenyl)piperazinyl]alkyl]indolyl]ethanone. Reactant for preparation of triazolothiadiazepine dioxide derivativesReactant for preparation of halo-substituted aromatic amidesReactant for preparation of [[(phenyl)piperazinyl]alkyl]indolyl]ethanone and [[[(phenoxyethyl)piperazinyl]alkyl]indolyl]ethanone derivatives as α1-adrenoreceptor antagonistsReactant for synthesis of naphthalenedione derivatives as antimycobacterial agentsReactant for regioselective ortho Suzuki-Miyaura coupling reaction

Technology Process of 1-Acetylindoline

There total 51 articles about 1-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-indoline (496-15-1) + acetyl chloride (75-36-5) → 1-Acetyl-2,3-dihydro-1H-indole (16078-30-1)

Guidance literature:

In acetic acid; at 90 ℃; for 3h;

DOI:10.1021/jo026581n

Reference yield: 100.0%

1-indoline (496-15-1) + acetic anhydride (108-24-7) → 1-Acetyl-2,3-dihydro-1H-indole (16078-30-1)

Guidance literature:

Heating;

Reference yield: 98.0%

N-acetyl-2-(2-bromophenyl)ethylamine (74315-08-5) → 1-Acetyl-2,3-dihydro-1H-indole (16078-30-1)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; caesium carbonate; In toluene; at 100 ℃; for 8h;

DOI:10.1016/0040-4020(96)00266-9

upstream raw materials:

1-indoline

N-acetylindolin-3-ol

1-acetyl-2,3-dihydro-1H-indol-3-one

N,O-diacetylindoxyl

Downstream raw materials:

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

1-(1-acetyl-indolin-7-yl)-2-chloro-ethanone

2-chloro-1-(1-acetyl-2,3-dihydroindole-5-yl)ethanone

5-bromo-N-acetylindoline

Refernces

• 1、 Walker, Michael A.,Johnson, Timothy,Ma, Zhuping,Zhang, Yunhui,Banville, Jacques,Remillard, Roger,Plamondon, Serge,Pendri, Annapurna,Wong, Henry,Smith, Daniel,Torri, Albert,Samanta, Himadri,Lin, Zeyu,Deminie, Carol,Terry, Brian,Krystal, Mark,Meanwell, Nicholas. "Exploration of the diketoacid integrase inhibitor chemotype leading to the discovery of the anilide-ketoacids chemotype". . p. 5818 - 5821. Retrieved 2006.
• 2、 Yang, Dong,Mao, Shuai,Gao, Ya-Ru,Guo, Dong-Dong,Guo, Shi-Huan,Li, Bin,Wang, Yong-Qiang. "Palladium-catalyzed C-7 alkenylation of indolines using molecular oxygen as the sole oxidant". . p. 23727 - 23736. Retrieved 2015.
• 3、 Jiao, Lin-Yu,Oestreich, Martin. "Oxidative palladium(II)-catalyzed C-7 alkenylation of indolines". . p. 5374 - 5377. Retrieved 2013.
• 4、 Amirsoleimani, Mina,Khalilzadeh, Mohammad A.,Zareyee, Daryoush. "Preparation and catalytic evaluation of a palladium catalyst deposited over modified clinoptilolite (Pd&at;MCP) for chemoselective N-formylation and N-acylation of amines". . . Retrieved 2020/08/22.
• 5、 Prasad, Bagineni,Das, Rabindra Nath,Jamroskovic, Jan,Kumar, Rajendra,Hedenstr?m, Mattias,Sabouri, Nasim,Chorell, Erik. "The Relation Between Position and Chemical Composition of Bis-Indole Substituents Determines Their Interactions with G-Quadruplex DNA". supporting information. p. 9561 - 9572. Retrieved 2020/07/09.