1-(1,2-dimethyl-1H-indol-3-yl)ethanone

Base Information

• Chemical Name: 1-(1,2-dimethyl-1H-indol-3-yl)ethanone
• CAS No.: 33022-90-1
• Molecular Formula: C₁₂H₁₃NO
• Molecular Weight: 187.241
• Hs Code.: 2933990090
• NSC Number: 143236
• DSSTox Substance ID: DTXSID50301418
• Nikkaji Number: J1.522.755I
• Wikidata: Q82045332
• Mol file: 33022-90-1.mol

Synonyms:1-(1,2-dimethyl-1H-indol-3-yl)ethanone;33022-90-1;3-acetyl-1,2-dimethylindole;1-(1,2-dimethylindol-3-yl)ethanone;NSC143236;1-(1,2-dimethyl-1H-indol-3-yl)ethan-1-one;SCHEMBL7278316;DTXSID50301418;RTIDNJAWGADXJK-UHFFFAOYSA-N;MFCD00834233;STL372633;AKOS000430567;NSC-143236;BS-37869;CS-0316173;FT-0683898;1-(1,2-dimethyl-1H-indol-3-yl)-1-ethanone;AA-504/33321033

Chemical Property of 1-(1,2-dimethyl-1H-indol-3-yl)ethanone

Chemical Property:

• Vapor Pressure: 0.000126mmHg at 25°C
• Boiling Point: 334.7°C at 760 mmHg
• Flash Point: 156.2°C
• PSA: 22.00000
• Density: 1.07g/cm³
• LogP: 2.68930
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 187.099714038
• Heavy Atom Count: 14
• Complexity: 239

Purity/Quality:

98%min ^*data from raw suppliers

1-(1,2-dimethyl-1H-indol-3-yl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2=CC=CC=C2N1C)C(=O)C

Technology Process of 1-(1,2-dimethyl-1H-indol-3-yl)ethanone

There total 13 articles about 1-(1,2-dimethyl-1H-indol-3-yl)ethanone 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: 84.0%

3-(N-methylacetimidoyl)-1,2-dimethylindole hydrogen tetrafluoroborate → 1-(1,2-dimethyl-1H-indol-3-yl)ethanone (33022-90-1)

Guidance literature:

With water; sodium acetate; for 0.166667h; Reflux;

DOI:10.1016/j.tet.2015.05.005

Reference yield: 80.0%

1,2-dimethylindole (875-79-6) → 1-(1,2-dimethyl-1H-indol-3-yl)ethanone (33022-90-1)

Guidance literature:

With trichlorophosphate; In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; N,N-dimethyl acetamide;

Reference yield: 64.0%

1,2-dimethylindole (875-79-6) + acetic anhydride (108-24-7) → 1-(1,2-dimethyl-1H-indol-3-yl)ethanone (33022-90-1)

Guidance literature:

for 12h; Inert atmosphere; Reflux;

DOI:10.1039/c1pp05016h

upstream raw materials:

1,2-dimethylindole

acetic anhydride

diethoxy(methyl)carbenium tetrafluoroborate

E-4-(N-methylanilino)-3-pentene-2-one

Downstream raw materials:

2-bromo-1-(1,2-dimethyl-indol-3-yl)-ethanone

1-(1,2-dimethyl-1H-indol-3-yl)-2-[[2-(1,2-dimethyl-1H-indol-3-yl)-2-oxo-ethyl]-(4-methoxy-phenyl)-amino]-ethanone

2-[[2-(2,5-dimethyl-furan-3-yl)-2-oxo-ethyl]-(4-methoxy-phenyl)-amino]-1-(1,2-dimethyl-1H-indol-3-yl)-ethanone

Refernces

• 1、 Janicki, Slawomir Z.,Schuster, Gary B.. "A liquid crystal opto-optical switch: Nondestructive information retrieval based on a photochromic fulgide as trigger". . p. 8524 - 8527. Retrieved 1995.
• 2、 Borah, Arun Jyoti,Shi, Zhuangzhi. "Palladium-catalyzed regioselective C-H fluoroalkylation of indoles at the C4-position". supporting information. p. 3945 - 3948. Retrieved 2017/04/11.
• 3、 Giles, Robert G.,Heaney, Harry,Plater, M. John. "Reactions of nitrilium salts with indole and pyrrole and their derivatives in the synthesis of imines, ketones and secondary amines". . p. 7367 - 7385. Retrieved 2015/08/24.