1-Benzyl-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone

Base Information

• Chemical Name: 1-Benzyl-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone
• CAS No.: 1208-14-6
• Molecular Formula: C11H10 N2 O S
• Molecular Weight: 218.2749
• NSC Number: 104150
• DSSTox Substance ID: DTXSID50153015
• Mol file: 1208-14-6.mol

Synonyms:1208-14-6;1-Benzyl-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone;NSC104150;NSC 104150;1-Benzyl-2-thioxo-2,3-dihydropyrimidin-4(1H)-one;SCHEMBL2284397;DTXSID50153015;1-benzyl-2-thioxo-pyrimidin-4-one;AKOS011690437;NSC-104150

Chemical Property of 1-Benzyl-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.33g/cm³
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 218.05138412
• Heavy Atom Count: 15
• Complexity: 295

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)CN2C=CC(=O)NC2=S

Technology Process of 1-Benzyl-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone

There total 5 articles about 1-Benzyl-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone 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: 71.0%

1-benzyl-4-(methylsulfanyl)pyrimidine-2(1H)-thione (883130-34-5) → 1-benzyl-2-thioxopyrimidin-4(1H,3H)-one (1208-14-6)

Guidance literature:

With potassium hydroxide; In ethanol; for 4h; Heating;

DOI:10.1002/ejoc.200500556

Reference yield:

→ 1-benzyl-2-thioxopyrimidin-4(1H,3H)-one (1208-14-6)

Guidance literature:

With hydrogenchloride;

Reference yield:

orthoformic acid triethyl ester (122-51-0) + Polymer: 4-phenylbutan-2-one cyclic malonic acid ester, bound to Merrifield resin + N-benzylthiourea (621-83-0) → 1-benzyl-2-thioxopyrimidin-4(1H,3H)-one (1208-14-6) + 3-benzyl-2,3-dihydro-2-thioxopyrimidin-4(1H)-one

Guidance literature:

orthoformic acid triethyl ester; Polymer: 4-phenylbutan-2-one cyclic malonic acid ester, bound to Merrifield resin; for 6h; Heating;

N-benzylthiourea; for 12h; Heating;

at 220 - 240 ℃; for 0.333333h; Further stages. Title compound not separated from byproducts.;

DOI:10.1021/jo020175m

upstream raw materials:

methyl 3,3-dimethoxypropionate

N-benzylthiourea

orthoformic acid triethyl ester

1-benzyl-4-(methylsulfanyl)pyrimidine-2(1H)-thione

Refernces

• 1、 Robin, Aelig,Julienne, Karine,Meslin, Jean-Claude,Deniaud, David. "Straightforward pyrimidine ring construction: A versatile tool for the synthesis of nucleobase and nucleoside analogues". . p. 634 - 643. Retrieved 2007/10/03.