2-(4-chloroanilino)-1H-pyrimidin-6-one

Base Information

• Chemical Name: 2-(4-chloroanilino)-1H-pyrimidin-6-one
• CAS No.: 158661-61-1
• Molecular Formula: C10H8ClN3O
• Molecular Weight: 221.646
• NSC Number: 23672
• DSSTox Substance ID: DTXSID50281968
• Nikkaji Number: J783.994D
• Wikidata: Q82016108
• ChEMBL ID: CHEMBL1606404
• Mol file: 158661-61-1.mol

Synonyms:158661-61-1;2-((4-Chlorophenyl)amino)pyrimidin-4(1H)-one;MLS000738016;2-(4-chloroanilino)-1H-pyrimidin-6-one;HMS2764K09;NSC23672;2-(4-Chloroanilino)pyrimidine-4-ol;2-(4-chlorophenylamino)-1H-pyrimidine-4-one;Oprea1_175383;CHEMBL1606404;DTXSID50281968;NSC-23672;AKOS002388678;SB60012;2-(4-chlorophenylamino)pyrimidin-4-one;SMR000393692

Chemical Property of 2-(4-chloroanilino)-1H-pyrimidin-6-one

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 221.0355896
• Heavy Atom Count: 15
• Complexity: 306

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1NC2=NC=CC(=O)N2)Cl

Technology Process of 2-(4-chloroanilino)-1H-pyrimidin-6-one

There total 1 articles about 2-(4-chloroanilino)-1H-pyrimidin-6-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: 90.0%

4-chloro-aniline (106-47-8) + 2-methylthio-1H-pyrimidin-4-one (5751-20-2) → 2-(4-chlorophenylamino)-1H-pyrimidine-4-one (158661-61-1)

Guidance literature:

In acetic acid; for 10h; Heating;

DOI:10.1007/s00706-007-0671-9

Reference yield: 37.0%

2-(4-chlorophenylamino)-1H-pyrimidine-4-one (158661-61-1) + 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride (4330-21-6) → 1-(2-deoxy-3,5-di-O,O-(4-methylbenzoyl)-β-D-ribofuranosyl)-2-(4-chlorophenylamino)-1H-pyrimidin-4-one (1033942-76-5)

Guidance literature:

2-(4-chlorophenylamino)-1H-pyrimidine-4-one; With sodium hydride; In N,N-dimethyl-formamide; at 80 ℃; for 1h;

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Further stages.;

DOI:10.1007/s00706-007-0671-9

Reference yield: 35.0%

2-(4-chlorophenylamino)-1H-pyrimidine-4-one (158661-61-1) + 1,2,3,5-tetraacetylribose (13035-61-5) → 1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-2-(4-chlorophenylamino)-1H-pyrimidin-4-one (1033942-70-9)

Guidance literature:

2-(4-chlorophenylamino)-1H-pyrimidine-4-one; With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane; Heating;

1,2,3,5-tetraacetylribose; With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at -30 - 20 ℃; Further stages.;

DOI:10.1007/s00706-007-0671-9

upstream raw materials:

4-chloro-aniline

2-methylthio-1H-pyrimidin-4-one

Downstream raw materials:

1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-2-(4-chlorophenylamino)-1H-pyrimidin-4-one

1-(2-deoxy-3,5-di-O,O-(4-methylbenzoyl)-β-D-ribofuranosyl)-2-(4-chlorophenylamino)-1H-pyrimidin-4-one

1-(2-deoxy-3,5-di-O,O-(4-methylbenzoyl)-α-D-ribofuranosyl)-2-(4-chlorophenylamino)-1H-pyrimidin-4-one