5-(4-(2-Methyl-2-phenylpropoxy)benzyl)thiazolidine-2,4-dione

Base Information

• Chemical Name: 5-(4-(2-Methyl-2-phenylpropoxy)benzyl)thiazolidine-2,4-dione
• CAS No.: 74772-68-2
• Molecular Formula: C20H21 N O3 S
• Molecular Weight: 355.45
• DSSTox Substance ID: DTXSID40996291
• Nikkaji Number: J1.240.781E
• Wikidata: Q27154967
• Mol file: 74772-68-2.mol

Synonyms:5-(4-(2-methyl-2-phenylpropoxy)benzyl)thiazolidine-2,4-dione;AL 321;AL-321

Chemical Property of 5-(4-(2-Methyl-2-phenylpropoxy)benzyl)thiazolidine-2,4-dione

Chemical Property:

• Vapor Pressure: 4.65E-12mmHg at 25°C
• Melting Point: 110-111 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• Boiling Point: 547.9°C at 760 mmHg
• PKA: 6.35±0.50(Predicted)
• Flash Point: 285.2°C
• PSA: 84.19000
• Density: 1.223g/cm³
• LogP: 4.21320
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 355.12421471
• Heavy Atom Count: 25
• Complexity: 479

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(COC1=CC=C(C=C1)CC2C(=O)NC(=O)S2)C3=CC=CC=C3

Technology Process of 5-(4-(2-Methyl-2-phenylpropoxy)benzyl)thiazolidine-2,4-dione

There total 14 articles about 5-(4-(2-Methyl-2-phenylpropoxy)benzyl)thiazolidine-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: 88.7%

2-imino-5-<4-(2-methyl-2-phenylpropoxy)benzyl>thiazolidin-4-one (74772-69-3) → 5-[4-(2-methyl-2-phenylpropyloxy)-benzyl]thiazolidine-2,4-dione (74772-68-2)

Guidance literature:

With hydrogenchloride; In 2-methoxy-ethanol; for 6h; Heating;

DOI:10.1248/cpb.30.3580

Reference yield: 82.0%

4-amino-2-imino-5-<4-(2-methyl-2-phenylpropoxy)benzyl>-Δ4-thiazoline monohydrate (85021-62-1) → 5-[4-(2-methyl-2-phenylpropyloxy)-benzyl]thiazolidine-2,4-dione (74772-68-2)

Guidance literature:

With hydrogenchloride; In ethanol; for 15h; Heating;

DOI:10.1248/cpb.30.3563

Reference yield: 72.5%

ethyl 3-<4-(2-methyl-2-phenylpropoxy)phenyl>-2-thiocyanatopropionate (74772-74-0) → 5-[4-(2-methyl-2-phenylpropyloxy)-benzyl]thiazolidine-2,4-dione (74772-68-2)

Guidance literature:

With hydrogenchloride; In ethanol; for 50h; Heating;

DOI:10.1248/cpb.30.3580

upstream raw materials:

4-amino-2-imino-5-<4-(2-methyl-2-phenylpropoxy)benzyl>-Δ⁴-thiazoline monohydrate

ethyl 3-<4-(2-methyl-2-phenylpropoxy)phenyl>-2-thiocyanatopropionate

2-imino-5-<4-(2-methyl-2-phenylpropoxy)benzyl>thiazolidin-4-one

ethyl 2-chloro-3-[4-(2,2-dimethyl-2-phenylethyloxy)phenyl]propionate

Downstream raw materials:

3-methyl-5-<4-(2-methyl-2-phenylpropoxy)benzyl>thiazolidin-2,4-dione