6-phenyl-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one

Base Information

• Chemical Name: 6-phenyl-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one
• CAS No.: 29558-43-8
• Molecular Formula: C12H10N2OS
• Molecular Weight: 230.28600
• DSSTox Substance ID: DTXSID60397221
• Nikkaji Number: J1.646.523B
• Wikidata: Q82198377
• ChEMBL ID: CHEMBL1704799
• Mol file: 29558-43-8.mol

Synonyms:29558-43-8;6-phenyl-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one;6-Phenyl-2H-thiazolo[3,2-a]pyrimidin-5(3H)-one;6-phenyl-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-5-one;MLS000720585;CHEMBL1704799;DTXSID60397221;HMS2727O15;MFCD03617794;AKOS015992130;SMR000336342;12T-0832;6-Phenyl-2,3-dihydro-5H-thiazolo[3,2-a]pyrimidine-5-one;6-PHENYL-2H,3H,5H-[1,3]THIAZOLO[3,2-A]PYRIMIDIN-5-ONE

Chemical Property of 6-phenyl-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one

Chemical Property:

• PSA: 60.19000
• LogP: 2.01600
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 230.05138412
• Heavy Atom Count: 16
• Complexity: 369

Purity/Quality:

6-PHENYL-2,3-DIHYDRO-5H-[1,3]THIAZOLO[3,2-A]PYRIMIDIN-5-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CSC2=NC=C(C(=O)N21)C3=CC=CC=C3

Technology Process of 6-phenyl-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one

There total 3 articles about 6-phenyl-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-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: 63.0%

phenylacetyl chloride (103-80-0) + N'-(4,5-dihydrothiazol-2-yl)-N,N-dimethylformamidine → 6-phenyl-2,3-dihydro-5H-thiazolo[3,2-a]pyrimidin-5-one (29558-43-8)

Guidance literature:

phenylacetyl chloride; N'-(4,5-dihydrothiazol-2-yl)-N,N-dimethylformamidine; In dichloromethane; at 20 ℃; for 4h;

With triethylamine; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1055/s-2001-17718

Reference yield:

5-phenyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one (116659-61-1) + ethylene dibromide (106-93-4) → 6-phenyl-2,3-dihydro-5H-thiazolo[3,2-a]pyrimidin-5-one (29558-43-8)

Guidance literature:

With sodium hydroxide; In isopropyl alcohol; for 3h; Heating;

Reference yield:

2-amino-4,5-dihydrothiazole hydrochloride (3882-98-2) + ethyl 3-oxo-2-phenylpropanoate (17838-69-6) → 6-phenyl-2,3-dihydro-5H-thiazolo[3,2-a]pyrimidin-5-one (29558-43-8)

Guidance literature:

Multistep reaction; (i) NaOEt, EtOH, (ii) /BRN= 640188/, AcOH;

upstream raw materials:

5-phenyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one

ethylene dibromide

2-amino-4,5-dihydrothiazole hydrochloride

ethyl 3-oxo-2-phenylpropanoate