3-(Chloromethyl)-5,5-diphenylimidazolidine-2,4-dione

Base Information

• Chemical Name: 3-(Chloromethyl)-5,5-diphenylimidazolidine-2,4-dione
• CAS No.: 93360-07-7
• Molecular Formula: C16H13ClN2O2
• Molecular Weight: 300.744
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID70455184
• Nikkaji Number: J3.420.690B
• Wikidata: Q82277087
• Mol file: 93360-07-7.mol

Synonyms:93360-07-7;3-(CHLOROMETHYL)-5,5-DIPHENYLIMIDAZOLIDINE-2,4-DIONE;2,4-Imidazolidinedione, 3-(chloromethyl)-5,5-diphenyl-;SCHEMBL7854933;DTXSID70455184;AKGUCIISFDTYOM-UHFFFAOYSA-N;3-(Chloromethyl)-5,5-diphenylhydantoin;3-(chloromethyl)-5,5-diphenyl-2,4-imidazolidinedione

Chemical Property of 3-(Chloromethyl)-5,5-diphenylimidazolidine-2,4-dione

Chemical Property:

• PSA: 52.90000
• LogP: 2.25620
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 300.0665554
• Heavy Atom Count: 21
• Complexity: 397

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2(C(=O)N(C(=O)N2)CCl)C3=CC=CC=C3

Technology Process of 3-(Chloromethyl)-5,5-diphenylimidazolidine-2,4-dione

There total 3 articles about 3-(Chloromethyl)-5,5-diphenylimidazolidine-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: 90.0%

ethanol (64-17-5) + phenythoin (57-41-0) + sodium hydrogencarbonate (144-55-8) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-(chloromethyl)-5,5-diphenylhydantoin (93360-07-7)

Guidance literature:

With formaldehyd; thionyl chloride; potassium carbonate; In n-heptane; water; ethyl acetate;

Reference yield: 61.0%

3-hydroxymethyl-5,5-diphenyl-imidazolidine-2,4-dione (21616-46-6) → 3-(chloromethyl)-5,5-diphenylhydantoin (93360-07-7)

Guidance literature:

With phosphorus trichloride; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1002/jps.2600730812

Reference yield:

phenythoin (57-41-0) → 3-(chloromethyl)-5,5-diphenylhydantoin (93360-07-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / potassium carbonate / H₂O / 24 h / Ambient temperature

2: 61 percent / phosphorous trichloride / CH₂Cl₂ / 24 h / Ambient temperature

With potassium carbonate; phosphorus trichloride; In dichloromethane; water;

DOI:10.1002/jps.2600730812

upstream raw materials:

3-hydroxymethyl-5,5-diphenyl-imidazolidine-2,4-dione

phenythoin

ethanol

sodium hydrogencarbonate

Downstream raw materials:

phosphoric acid dibenzyl ester 2,5-dioxo-4,4-diphenylimidazolidin-1-ylmethyl ester

fosphenytoin