5-Chloropyrimidine-2(1H)-thione

Base Information

• Chemical Name: 5-Chloropyrimidine-2(1H)-thione
• CAS No.: 34772-97-9
• Molecular Formula: C4H3 Cl N2 S
• Molecular Weight: 146.59802
• Hs Code.: 2933599090
• European Community (EC) Number: 695-561-7
• DSSTox Substance ID: DTXSID50873569
• Wikidata: Q81981101
• Mol file: 34772-97-9.mol

Synonyms:5-Chloropyrimidine-2(1H)-thione;34772-97-9;5-chloropyrimidine-2-thiol;5-chloro-1H-pyrimidine-2-thione;5-Chloropyrimidine-2-thione;SCHEMBL1002529;SCHEMBL10971985;DTXSID50873569;5-Chloro-2(1H)-pyrimidinethione;YQPFSEFXQRQMHG-UHFFFAOYSA-N;5-Chloropyrimidine-2-thiol, 95%;AKOS000320040;AKOS006351264;SB55630;EN300-193351;O11414;F2124-0048

Chemical Property of 5-Chloropyrimidine-2(1H)-thione

Chemical Property:

• Melting Point: 210-225°C
• Boiling Point: 207.8±50.0 °C(Predicted)
• PKA: 4.54±0.10(Predicted)
• PSA: 60.77000
• Density: 1.53±0.1 g/cm3(Predicted)
• LogP: 1.79260
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 145.9705470
• Heavy Atom Count: 8
• Complexity: 173

Purity/Quality:

99%min ^*data from raw suppliers

5-Chloropyrimidine-2(1H)-thione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC(=S)N1)Cl

Technology Process of 5-Chloropyrimidine-2(1H)-thione

There total 5 articles about 5-Chloropyrimidine-2(1H)-thione 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:

5-chloro-2-fluoropyrimidine (62802-37-3) → 5-chloro-2-thiopyrimidine (34772-97-9)

Guidance literature:

With sodium sulfide; In N,N-dimethyl-formamide; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1039/c7cc07222h

Reference yield:

2,5-dichloropyrimidine (22536-67-0) → 5-chloro-2-thiopyrimidine (34772-97-9)

Guidance literature:

2,5-dichloropyrimidine; With thiourea; In ethanol; Inert atmosphere; Reflux;

With sodium hydroxide; In water; for 2h; Inert atmosphere; Reflux;

With hydrogenchloride; In water; pH=2 - 3; Inert atmosphere;

DOI:10.1039/c7cc02802d

Reference yield:

2,5-dichloropyrimidine (22536-67-0) → 5-chloropyrimidine-2(1H)-thione (34772-97-9)

Guidance literature:

DOI:10.1021/ja01165a602

upstream raw materials:

2,5-dichloropyrimidine

thiourea

5-chloro-2-fluoropyrimidine

Downstream raw materials:

2-benzylthio-5-chloropyrimidine

2-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)thio-5-chloropyrimidine

Refernces

• 1、 Kang, Lei,Wang, Fang,Zhang, Jinlong,Yang, Huameng,Xia, Chungu,Qian, Jinlong,Jiang, Gaoxi. "High Chemo-/Stereoselectivity for Synthesis of Polysubstituted Monofluorinated Pyrimidyl Enol Ether Derivatives". supporting information. p. 1669 - 1674. Retrieved 2021/03/08.
• 2、 Cui, Benqiang,Jia, Shichong,Tokunaga, Etsuko,Saito, Norimichi,Shibata, Norio. "Silver-induced self-immolative Cl-F exchange fluorination of arylsulfur chlorotetrafluorides: Synthesis of arylsulfur pentafluorides". supporting information. p. 12738 - 12741. Retrieved 2017/12/06.