5-(1h-Indol-3-ylmethyl)imidazolidine-2,4-dione

Base Information

• Chemical Name: 5-(1h-Indol-3-ylmethyl)imidazolidine-2,4-dione
• CAS No.: 21753-16-2
• Molecular Formula: C12H11N3O2
• Molecular Weight: 229.238
• NSC Number: 51848
• DSSTox Substance ID: DTXSID80287630
• Nikkaji Number: J26.610H
• ChEMBL ID: CHEMBL198830
• Mol file: 21753-16-2.mol

Synonyms:5-(1h-indol-3-ylmethyl)imidazolidine-2,4-dione;21753-16-2;5-((1H-Indol-3-yl)methyl)imidazolidine-2,4-dione;5-[(1H-indol-3-yl)methyl]imidazolidine-2,4-dione;NSC51848;Tadalafil Impurity 63;Oprea1_265789;MLS001193312;5-(3-Indolymethyl)handantoin;SCHEMBL838519;5-(3-indolylmethyl)-hydantoin;5-(indol-3-ylmethyl)hydantoin;CHEMBL198830;DTXSID80287630;RUUREKIGAKIKIL-UHFFFAOYSA-N;5-[(Indol-3-yl)methyl]hydantoin;HMS2896H07;BCP34448;NSC-51848;AKOS001060049;SMR000595815;EN300-04778;SR-01000037976;SR-01000037976-1;Z56870750

Chemical Property of 5-(1h-Indol-3-ylmethyl)imidazolidine-2,4-dione

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.393g/cm³
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 229.085126602
• Heavy Atom Count: 17
• Complexity: 345

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CN2)CC3C(=O)NC(=O)N3

Technology Process of 5-(1h-Indol-3-ylmethyl)imidazolidine-2,4-dione

There total 6 articles about 5-(1h-Indol-3-ylmethyl)imidazolidine-2,4-dione 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: 93.0%

5-(1H-indol-3-ylmethyl)-imidazolidine-2,4-dione potassium salt + trimethylsilyl isothiocyanate (2290-65-5) → DL-5-indolylmethylhydantoin (21753-16-2)

Guidance literature:

With triethylamine; In dichloromethane; for 5h;

Reference yield: 51.0%

trimethylsilyl isocyanate (1118-02-1) + L-tryptophan methyl ester hydrochloride → DL-5-indolylmethylhydantoin (21753-16-2)

Guidance literature:

L-tryptophan methyl ester hydrochloride; With triethylamine; In dichloromethane;

trimethylsilyl isocyanate; In dichloromethane; at 20 ℃; for 17h; Further stages;

DOI:10.1016/j.intimp.2021.108092

Reference yield:

trimethylsilyl isocyanate (1118-02-1) + DL-tryptophan methyl ester (7303-49-3) → DL-5-indolylmethylhydantoin (21753-16-2)

Guidance literature:

trimethylsilyl isocyanate; DL-tryptophan methyl ester; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

With acetic acid; at 110 ℃;

DOI:10.1016/j.bmcl.2005.07.077

upstream raw materials:

5-(3-indolylmethylene)hydantoin

trimethylsilyl isocyanate

DL-tryptophan methyl ester

trimethylsilyl isothiocyanate

Downstream raw materials:

L-Tryptophan

Trp

5-indol-3-ylmethyl-3-[3-(4-phenyl-piperidin-1-yl)-propyl]-imidazolidine-2,4-dione