5-(2-Bromopropanoyl)-3,3-dimethyl-1,3-dihydro-2H-indol-2-one

Base Information

• Chemical Name: 5-(2-Bromopropanoyl)-3,3-dimethyl-1,3-dihydro-2H-indol-2-one
• CAS No.: 122281-20-3
• Molecular Formula: C13H14BrNO2
• DSSTox Substance ID: DTXSID50568382
• Mol file: 122281-20-3.mol

Synonyms:122281-20-3;SCHEMBL7426392;DTXSID50568382;5-(2-Bromopropanoyl)-3,3-dimethyl-1,3-dihydro-2H-indol-2-one;AKOS019063588

Chemical Property of 5-(2-Bromopropanoyl)-3,3-dimethyl-1,3-dihydro-2H-indol-2-one

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 295.02079
• Heavy Atom Count: 17
• Complexity: 353

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)C1=CC2=C(C=C1)NC(=O)C2(C)C)Br

Technology Process of 5-(2-Bromopropanoyl)-3,3-dimethyl-1,3-dihydro-2H-indol-2-one

There total 1 articles about 5-(2-Bromopropanoyl)-3,3-dimethyl-1,3-dihydro-2H-indol-2-one 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: 57.0%

3,3-dimethyloxindole (19155-24-9) + α-bromopropionyl bromide (563-76-8) → 5-<(2-bromo-1-oxo)propyl>-1,3-dihydro-3,3-dimethyl-2H-indol-2-one (122281-20-3)

Guidance literature:

With aluminium trichloride; In N,N-dimethyl-formamide; at 80 ℃; for 1.5h;

DOI:10.1002/jhet.5570280531

Reference yield: 52.0%

5-<(2-bromo-1-oxo)propyl>-1,3-dihydro-3,3-dimethyl-2H-indol-2-one (122281-20-3) + thiosemicarbazide (79-19-6) → 1,3-dihydro-5-(3-amino-2,3-dihydro-5-methyl-2-imino-1,3-thiazol-4-yl)-3,3-dimethyl-2H-indol-2-one (137553-38-9)

Guidance literature:

In acetonitrile; for 2h; Heating;

DOI:10.1002/jhet.5570280531

Reference yield:

5-<(2-bromo-1-oxo)propyl>-1,3-dihydro-3,3-dimethyl-2H-indol-2-one (122281-20-3) → 1,3-dihydro-5-(3-amino-2,3-dihydro-5-methyl-2-imino-1,3-thiazol-4-yl)-3,3-dimethyl-2H-indol-2-one (137553-38-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 18 percent / CF₃COOH / acetonitrile / 2 h / Heating

2: 30 percent / aq. 10N HCl / 2 h / Heating

With hydrogenchloride; trifluoroacetic acid; In acetonitrile;

DOI:10.1002/jhet.5570280531

upstream raw materials:

3,3-dimethyloxindole

α-bromopropionyl bromide

Downstream raw materials:

1,3-dihydro-5-(3-amino-2,3-dihydro-5-methyl-2-imino-1,3-thiazol-4-yl)-3,3-dimethyl-2H-indol-2-one