1,5alpha-Dimethyl-3-acryloyl-4alpha-phenylimidazolidin-2-one

Base Information

• Chemical Name: 1,5alpha-Dimethyl-3-acryloyl-4alpha-phenylimidazolidin-2-one
• CAS No.: 139109-23-2
• Molecular Formula: C₁₄H₁₆N₂O₂
• Molecular Weight: 244.293
• DSSTox Substance ID: DTXSID20892404
• Nikkaji Number: J793.874H
• Wikidata: Q81982115

Synonyms:DTXSID20892404;1,5alpha-Dimethyl-3-acryloyl-4alpha-phenylimidazolidin-2-one;(4R,5S)-1,5-Dimethyl-3-(1-oxo-2-propen-1-yl)-4-phenyl-2-imidazolidinone;139109-23-2

Chemical Property of 1,5alpha-Dimethyl-3-acryloyl-4alpha-phenylimidazolidin-2-one

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 244.121177757
• Heavy Atom Count: 18
• Complexity: 361

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1C(N(C(=O)N1C)C(=O)C=C)C2=CC=CC=C2
• Isomeric SMILES: C[C@H]1[C@H](N(C(=O)N1C)C(=O)C=C)C2=CC=CC=C2

Technology Process of 1,5alpha-Dimethyl-3-acryloyl-4alpha-phenylimidazolidin-2-one

There total 7 articles about 1,5alpha-Dimethyl-3-acryloyl-4alpha-phenylimidazolidin-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: 100.0%

(4R,5S)-1,5-dimethyl-4-phenylimidazolidin-2-one (92841-65-1) + acryloyl chloride (814-68-6,25189-84-8) → (4R,5S)-1,5-dimethyl-4-phenyl-3-(2-propenoyl)-2-imidazolidinone (139109-23-2)

Guidance literature:

With 2,3-Dimethylaniline;

DOI:10.1016/S0957-4166(00)86059-0

Reference yield: 12.0%

(4S,5R)-1-(3-Chloro-propionyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one → (4R,5S)-1,5-dimethyl-4-phenyl-3-(2-propenoyl)-2-imidazolidinone (139109-23-2) + C25H30N4O3

Guidance literature:

With potassium carbonate; In acetonitrile; at 80 ℃; for 4h;

DOI:10.1021/jo980717t

Reference yield:

(4R,5S)-1,5-dimethyl-4-phenylimidazolidin-2-one (92841-65-1) → (4R,5S)-1,5-dimethyl-4-phenyl-3-(2-propenoyl)-2-imidazolidinone (139109-23-2)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile / 2 h / 80 °C

2: 75 percent / K₂CO₃ / acetonitrile / 4 h / 80 °C

With potassium carbonate; In acetonitrile;

DOI:10.1021/jo980717t

upstream raw materials:

(4R,5S)-1,5-dimethyl-4-phenylimidazolidin-2-one

acryloyl chloride

2-chloropropionyl chloride

(4S,5R)-1-(3-Benzyloxyamino-propionyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one

Downstream raw materials:

(4R,5S)-3-[(2E)-2-butenoyl]-4-cyclohexyl-1,5-dimethyl-2-imidazolidinone

(4R,5S,2'R)-1,5-dimethyl-3-(1'-tert-butoxycarbonyl-2'-aziridinylcarbonyl)-4-phenylimidazolidin-2-one

(4R,5S)-1,5-dimethyl-4-phenylimidazolidin-2-one-3-(2',3'-dibromopropionyl)

(4R,5S)-1,5-dimethyl-3-[(1S,2S,4S)-bicyclo[2.2.1]hept-5-en-2-ylcarbonyl]-4-phenyl-2-imidazolidinone

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