ethyl 2,7-dimethyl-3-oxo-5-phenyl-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate

Base Information

• Chemical Name: ethyl 2,7-dimethyl-3-oxo-5-phenyl-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
• CAS No.: 123044-04-2
• Molecular Formula: C₁₇H₁₈N₂O₃S
• Molecular Weight: 330.408
• European Community (EC) Number: 644-367-0
• DSSTox Substance ID: DTXSID401331521
• ChEMBL ID: CHEMBL1517598
• Mol file: 123044-04-2.mol

Synonyms:123044-04-2;ethyl 2,7-dimethyl-3-oxo-5-phenyl-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate;ethyl 2,7-dimethyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate;Ethyl 2,7-dimethyl-3-oxo-5-phenyl-3,5-dihydro-2H-thiazolo[3,2-a]pyrimidine-6-carboxylate;MLS000708530;CHEMBL1517598;VIZUXHWYDJXQLK-UHFFFAOYSA-N;DTXSID401331521;HMS2703M18;STK813393;AKOS000532595;AKOS016067587;CCG-105513;SMR000287997;CS-0288641;EU-0070170;11R-0226;Z57783007;2,7-Dimethyl-3-oxo-5-phenyl-2,3-dihydro-5H-thiazolo[3,2-a]pyrimidine-6-carboxyli;Ethyl 2,7-dimethyl-3-oxo-5-phenyl-2,3-dihydro-5h-thiazolo[3,2-a]pyrimidine-6-carboxylate;ethyl 2,7-dimethyl-3-oxo-5-phenyl-2H,3H,5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate;Ethyl2,7-dimethyl-3-oxo-5-phenyl-3,5-dihydro-2H-thiazolo[3,2-a]pyrimidine-6-carboxylate

Chemical Property of ethyl 2,7-dimethyl-3-oxo-5-phenyl-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate

Chemical Property:

• PSA: 84.27000
• LogP: 2.27180
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 330.10381361
• Heavy Atom Count: 23
• Complexity: 578

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 2,7-dimethyl-3-oxo-5-phenyl-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N=C2N(C1C3=CC=CC=C3)C(=O)C(S2)C)C

Technology Process of ethyl 2,7-dimethyl-3-oxo-5-phenyl-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate

There total 2 articles about ethyl 2,7-dimethyl-3-oxo-5-phenyl-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate 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: 80.0%

5-ethoxycarbonyl-4-phenyl-6-methyl-3,4-dihydropyrimidine-2(1H)-thione (123043-88-9,33458-26-3) + 2-Bromopropionic acid (598-72-1,10327-08-9) → 2,7-dimethyl-3-oxo-5-phenyl-2,3-dihydro-5H-thiazolo<3,2-a>pyrimidine-6-carboxylic acid ethyl ester (123044-04-2)

Guidance literature:

In 1,4-dioxane; Heating;

DOI:10.1080/714040967

Reference yield:

2-(2-ethoxycarbonylethyl)thio-6-methyl-4-phenyl-1,4-dihydropyrimidine-5-carboxylic acid ethyl ester (123044-09-7) → 2,7-dimethyl-3-oxo-5-phenyl-2,3-dihydro-5H-thiazolo<3,2-a>pyrimidine-6-carboxylic acid ethyl ester (123044-04-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 °C

2: 46 percent / sodium acetate, acetic anhydride / acetic acid / 4 h / Heating

With sodium acetate; acetic anhydride; In acetic acid;

upstream raw materials:

5-ethoxycarbonyl-4-phenyl-6-methyl-3,4-dihydropyrimidine-2(1H)-thione

2-Bromopropionic acid

2-(2-ethoxycarbonylethyl)thio-6-methyl-4-phenyl-1,4-dihydropyrimidine-5-carboxylic acid ethyl ester