1-(8-Methoxy-4,4-dimethyl-1-sulfanylidenedithiolo[3,4-c]quinolin-5-yl)-2-phenylethanone

Base Information

• Chemical Name: 1-(8-Methoxy-4,4-dimethyl-1-sulfanylidenedithiolo[3,4-c]quinolin-5-yl)-2-phenylethanone
• CAS No.: 5228-50-2
• Molecular Formula: C₉H₉N₃O₂
• Molecular Weight: 191.189
• DSSTox Substance ID: DTXSID50360469
• Wikidata: Q82142228
• Mol file: 5228-50-2.mol

Synonyms:1-(8-methoxy-4,4-dimethyl-1-sulfanylidenedithiolo[3,4-c]quinolin-5-yl)-2-phenylethanone;296272-34-9;Oprea1_050401;Oprea1_123367;DTXSID50360469;STL361140;AKOS000645671;UPCMLD0ENAT0400-0609:001;SR-01000493235;SR-01000493235-1;Z56754930;1-(8-methoxy-4,4-dimethyl-1-thioxo-1,4-dihydro-5H-[1,2]dithiolo[3,4-c]quinolin-5-yl)-2-phenylethanone;1-{8-methoxy-4,4-dimethyl-1-sulfanylidene-1H,4H,5H-[1,2]dithiolo[3,4-c]quinolin-5-yl}-2-phenylethan-1-one;8-methoxy-4,4-dimethyl-5-(phenylacetyl)-4,5-dihydro-1H-[1,2]dithiolo[3,4-c]quinoline-1-thione

Chemical Property of 1-(8-Methoxy-4,4-dimethyl-1-sulfanylidenedithiolo[3,4-c]quinolin-5-yl)-2-phenylethanone

Chemical Property:

• Vapor Pressure: 5.45E-18mmHg at 25°C
• Melting Point: 73-75 °C
• Boiling Point: 368.3±15.0 °C(Predicted)
• PKA: -1.05±0.30(Predicted)
• Density: 1.36±0.1 g/cm3(Predicted)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 413.05779237
• Heavy Atom Count: 27
• Complexity: 654

Purity/Quality:

99% ^*data from raw suppliers

2-Ethyl-5-nitroindazole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(C2=C(C3=C(N1C(=O)CC4=CC=CC=C4)C=CC(=C3)OC)C(=S)SS2)C

Technology Process of 1-(8-Methoxy-4,4-dimethyl-1-sulfanylidenedithiolo[3,4-c]quinolin-5-yl)-2-phenylethanone

There total 4 articles about 1-(8-Methoxy-4,4-dimethyl-1-sulfanylidenedithiolo[3,4-c]quinolin-5-yl)-2-phenylethanone 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: 94.0%

triethyloxonium hexaflourophosphate (17950-40-2) + 5-nitroindazole (5401-94-5) → 2-ethyl-5-nitro-2H-indazole (5228-50-2)

Guidance literature:

In ethyl acetate; at 20 ℃; for 16h;

DOI:10.1021/jo0265434

Reference yield: 57.0%

ethyl iodide (75-03-6) + 5-nitroindazole (5401-94-5) → 2-ethyl-5-nitro-2H-indazole (5228-50-2) + 1-ethyl-5-nitro-1H-indazole (5228-51-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 3h; regioselective reaction; Heating;

DOI:10.1016/j.bmc.2018.04.053

Reference yield: 41.0%

ethyl bromide (74-96-4) + 5-nitroindazole (5401-94-5) → 2-ethyl-5-nitro-2H-indazole (5228-50-2) + 1-ethyl-5-nitro-1H-indazole (5228-51-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1021/acs.orglett.9b03375

upstream raw materials:

triethyloxonium hexaflourophosphate

5-nitroindazole

ethyl iodide

ethyl bromide

Refernces

• 1、 Antoniak, Damian,Barbasiewicz, Micha?. "Corey-Chaykovsky Cyclopropanation of Nitronaphthalenes: Access to Benzonorcaradienes and Related Systems". supporting information. p. 9320 - 9325. Retrieved 2019/11/19.
• 2、 Chakrabarty, Manas,Kundu, Taraknath,Arima, Shiho,Harigaya, Yoshihiro. "An expedient, regioselective synthesis of novel 2-alkylamino- and 2-alkylthiothiazolo[5,4-e]- and -[4,5-g]indazoles and their anticancer potential". . p. 6711 - 6723. Retrieved 2008/12/20.