1-(4-bromo-1H-indol-3-yl)ethanone

Base Information

• Chemical Name: 1-(4-bromo-1H-indol-3-yl)ethanone
• CAS No.: 195874-03-4
• Molecular Formula: C₁₀H₈BrNO
• Molecular Weight: 238.084
• European Community (EC) Number: 873-456-9
• DSSTox Substance ID: DTXSID30444413
• Nikkaji Number: J2.210.530B
• Wikidata: Q82262545
• Mol file: 195874-03-4.mol

Synonyms:1-(4-bromo-1H-indol-3-yl)ethanone;195874-03-4;1-(4-bromo-1H-indol-3-yl)ethan-1-one;3-Acetyl-4-bromoindole;3-Acetyl-4-bromo-1H-indole;SCHEMBL15348693;DTXSID30444413;MFCD20489534;AKOS017975216;SY315774;F53607;EN300-3026835;Z1322794803

Chemical Property of 1-(4-bromo-1H-indol-3-yl)ethanone

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 236.97893
• Heavy Atom Count: 13
• Complexity: 219

Purity/Quality:

99% ^*data from raw suppliers

1-(4-bromo-1H-indol-3-yl)ethanone 95%-98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)C1=CNC2=C1C(=CC=C2)Br

Technology Process of 1-(4-bromo-1H-indol-3-yl)ethanone

There total 4 articles about 1-(4-bromo-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: 96.0%

4-bromo-1H-indole (52488-36-5) + acetyl chloride (75-36-5) → 1-(4-bromo-1H-indol-3-yl)ethan-1-one (195874-03-4)

Guidance literature:

With tin(IV) chloride; In toluene;

DOI:10.1021/jm200464w

Reference yield: 70.0%

4-bromo-1H-indole (52488-36-5) + N,N-dimethyl acetamide (127-19-5,116057-81-9) → 1-(4-bromo-1H-indol-3-yl)ethan-1-one (195874-03-4)

Guidance literature:

With trichlorophosphate; In chloroform; 1.) 10 deg C, 10 min, 2.) reflux, 4 h;

Reference yield:

4-bromo-1H-indole (52488-36-5) + acetic anhydride (108-24-7) → 1-(4-bromo-1H-indol-3-yl)ethan-1-one (195874-03-4)

Guidance literature:

4-bromo-1H-indole; With tin(IV) chloride; In dichloromethane; at 20 ℃; for 0.5h;

acetic anhydride; In nitromethane; dichloromethane; at 20 ℃; for 3h; Further stages.;

DOI:10.1002/jhet.5570440407

upstream raw materials:

4-bromo-1H-indole

N,N-dimethyl acetamide

acetyl chloride

acetic anhydride

Downstream raw materials:

4-(4-bromo-1H-indol-3-yl)-5-(3-methoxyphenyl)pyrimidin-2-amine

4-(4-bromo-1H-indol-3-yl)-5-(4-trifluoromethylphenyl)pyrimidin-2-amine