1-allyl-1H-indole-2,3-dione

Base Information

• Chemical Name: 1-allyl-1H-indole-2,3-dione
• CAS No.: 830-74-0
• Molecular Formula: C11H9 N O2
• Molecular Weight: 187.198
• Hs Code.: 2933990090
• European Community (EC) Number: 811-776-2
• DSSTox Substance ID: DTXSID00364871
• Nikkaji Number: J2.110.955J
• Wikidata: Q72437293
• Mol file: 830-74-0.mol

Synonyms:1-allyl-1H-indole-2,3-dione;830-74-0;1-allylindoline-2,3-dione;1-prop-2-enylindole-2,3-dione;1-allylisatin;1-(prop-2-en-1-yl)-2,3-dihydro-1H-indole-2,3-dione;MFCD00224218;n-allylisatin;1H-Indole-2,3-dione, 1-(2-propenyl)-;1-Allylindole-2,3-dione;1-Allyl-2,3-indolinedione;SCHEMBL950088;DTXSID00364871;BDBM108067;STK123746;AKOS000245101;CCG-103273;SB64146;11L-570S;FT-0633008;EN300-04207;T71370;A840499;AH-357/04340008;SR-01000390544;J-504172;J-803063;SR-01000390544-1;Z56791041

Chemical Property of 1-allyl-1H-indole-2,3-dione

Chemical Property:

• Vapor Pressure: 0.000292mmHg at 25°C
• Melting Point: 87-90°C
• Boiling Point: 321.7°C at 760 mmHg
• Flash Point: 146.4°C
• PSA: 37.38000
• Density: 1.233g/cm³
• LogP: 1.46690
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 187.063328530
• Heavy Atom Count: 14
• Complexity: 285

Purity/Quality:

98%min ^*data from raw suppliers

1-Allyl-1H-indole-2,3-dione ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCN1C2=CC=CC=C2C(=O)C1=O

Technology Process of 1-allyl-1H-indole-2,3-dione

There total 32 articles about 1-allyl-1H-indole-2,3-dione 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: 98.0%

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) + allyl bromide (106-95-6) → 1-allyl-1H-indole-2,3-dione (830-74-0)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide;

DOI:10.1007/s10593-010-0413-5

Reference yield: 97.0%

N-Hydroxymethylisatin (50899-59-7) + allyl bromide (106-95-6) → 1-allyl-1H-indole-2,3-dione (830-74-0)

Guidance literature:

With triethylamine; In benzene; at 25 ℃; for 3h; Inert atmosphere; Cooling;

DOI:10.1134/S1070363215050357

Reference yield: 88.0%

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) → 1-allyl-1H-indole-2,3-dione (830-74-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.8b01827

upstream raw materials:

indole-2,3-dione

allyl bromide

1-allyl-3-hydroxy-3-(2'-oxopropyl)indolin-2-one

1-allylindole

Downstream raw materials:

C₂₉H₂₅N₃O

C₂₂H₁₈N₄O₂

1-allyl-2'-amino-2-oxo-6'-phenyl-5'-(4-phenyl-1H-1,2,3-triazol-1-yl)spiro[indoline-3,4'-pyran]-3'-carbonitrile

1-allyl-2'-amino-6'-(4-chlorophenyl)-2-oxo-5'-(4-phenyl-1H-1,2,3-triazol-1-yl)spiro[indoline-3,4'-pyran]-3'-carbonitrile

Refernces

• 1、 Jaiswal, Shivani,Ayyannan, Senthil Raja. "Discovery of Isatin-Based Carbohydrazones as Potential Dual Inhibitors of Fatty Acid Amide Hydrolase and Monoacylglycerol Lipase". . . Retrieved 2021/11/09.
• 2、 Guan, Zhi,He, Yan-Hong,Tang, Li,Wang, Zhi-Lv,Zeng, Wei-Mei. "Photoenolization/nucleophilic addition enables direct access to 3-alkyl-3-hydroxy-indolin-2-ones". supporting information. . Retrieved 2022/03/27.