5-(4-Chloro-benzylidene)-2-thioxo-dihydro-pyrimidine-4,6-dione

Base Information

• Chemical Name: 5-(4-Chloro-benzylidene)-2-thioxo-dihydro-pyrimidine-4,6-dione
• CAS No.: 27430-13-3
• Molecular Formula: C11H7 Cl N2 O2 S
• Molecular Weight: 266.708
• NSC Number: 90735
• DSSTox Substance ID: DTXSID30350343
• Nikkaji Number: J1.417.449D
• ChEMBL ID: CHEMBL566716
• Mol file: 27430-13-3.mol

Synonyms:27430-13-3;5-(4-Chloro-benzylidene)-2-thioxo-dihydro-pyrimidine-4,6-dione;5-(4-chlorobenzylidene)-2-thioxohexahydropyrimidine-4,6-dione;NSC90735;Maybridge1_002316;NCIOpen2_006327;DivK1c_001068;CHEMBL566716;SCHEMBL4042113;HMS548B06;DTXSID30350343;NSC-90735;STK742505;5-[(4-chlorophenyl)methylidene]-2-sulfanylidene-1,3-diazinane-4,6-dione;AKOS000612315;CDS1_000028;5-(4-Chlorobenzylidene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione

Chemical Property of 5-(4-Chloro-benzylidene)-2-thioxo-dihydro-pyrimidine-4,6-dione

Chemical Property:

• Density: 1.54g/cm³
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 265.9916763
• Heavy Atom Count: 17
• Complexity: 378

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=C2C(=O)NC(=S)NC2=O)Cl

Technology Process of 5-(4-Chloro-benzylidene)-2-thioxo-dihydro-pyrimidine-4,6-dione

There total 3 articles about 5-(4-Chloro-benzylidene)-2-thioxo-dihydro-pyrimidine-4,6-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: 94.0%

4,6-dihydroxy-2-mercaptopyrimidine (504-17-6,157796-99-1,924832-30-4) + 4-chlorobenzaldehyde (104-88-1) → 5-[(4'-chlorophenyl)methylidene]-2-thioxodihydropyrimidine-4,6(1H,5H)-dione (27430-13-3)

Guidance literature:

With verjuice; at 60 ℃; for 0.266667h; Green chemistry;

DOI:10.1007/s13738-018-1565-y

Reference yield: 18.0%

→ 5-[(4'-chlorophenyl)methylidene]-2-thioxodihydropyrimidine-4,6(1H,5H)-dione (27430-13-3)

Guidance literature:

Reference yield:

4,6-dihydroxy-2-mercaptopyrimidine (504-17-6,157796-99-1,924832-30-4) + 4-chlorobenzaldehyde (104-88-1) → 5-[(4'-chlorophenyl)methylidene]-2-thioxodihydropyrimidine-4,6(1H,5H)-dione (27430-13-3) + C15H11ClN4O4S2

Guidance literature:

In tert-butyl alcohol; for 1h; Heating;

upstream raw materials:

4,6-dihydroxy-2-mercaptopyrimidine

4-chlorobenzaldehyde

Downstream raw materials:

10-(4-chlorophenyl)-1,3,6,8-tetrahydro-7-thioxo-pyrido[3,2-d:6,5-d']dipyrimidine-2,4,9-trione