4-Chlorothieno[3,2-d]pyrimidine

Base Information

• Chemical Name: 4-Chlorothieno[3,2-d]pyrimidine
• CAS No.: 16269-66-2
• Molecular Formula: C6H3ClN2S
• Molecular Weight: 170.622
• Hs Code.: 29335990
• European Community (EC) Number: 673-126-2
• DSSTox Substance ID: DTXSID10370968
• Nikkaji Number: J1.606.834I
• Wikidata: Q72459845
• ChEMBL ID: CHEMBL2113964
• Mol file: 16269-66-2.mol

Synonyms:4-Chlorothieno[3,2-d]pyrimidine;16269-66-2;thieno[3,2-d]pyrimidine, 4-chloro-;OSM-S-70;CHEMBL2113964;4-chloranylthieno[3,2-d]pyrimidine;MFCD00122144;4-chlorothieno[3,2-d}pyrimidine;4-chlorothieno(3,2-d]-pyrimidine;4-chlorothieno[3,2-d]-pyrimidine;4-chloro-thieno[3,2-d]pyrimidine;4-chlorothienopyrimidine;SCHEMBL659673;DTXSID10370968;TWTODSLDHCDLDR-UHFFFAOYSA-N;HMS1779D01;BCP00535;BDBM50520283;SC2211;AKOS001213536;AC-4621;CS-W002385;PB24607;4-Chlorothieno[3 pound not2-d]pyrimidine;SY006113;AM20080452;BB 0218384;FT-0618269;4-Chlorothieno[3,2-d]pyrimidine, AldrichCPR;EN300-24172;1Z-0226;A882808;W-205912;Z169853972;SWD

Chemical Property of 4-Chlorothieno[3,2-d]pyrimidine

Chemical Property:

• Melting Point: 125 °C
• Refractive Index: 1.71
• Boiling Point: 285.674 °C at 760 mmHg
• PKA: 0.54±0.40(Predicted)
• Flash Point: 126.572 °C
• PSA: 54.02000
• Density: 1.531 g/cm³
• LogP: 2.34470
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 169.9705470
• Heavy Atom Count: 10
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

4-Chlorothieno[3,2-d]pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xi,Xn,T
• Statements: 22-36/37/38-36-25
• Safety Statements: 26-37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC2=C1N=CN=C2Cl

Technology Process of 4-Chlorothieno[3,2-d]pyrimidine

There total 13 articles about 4-Chlorothieno[3,2-d]pyrimidine 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: 99.0%

3H-thieno[3,2-d]pyrimidin-4-one (16234-10-9) → 4-chlorothieno[3,2-d]pyrimidine (16269-66-2)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In 1,2-dichloro-ethane; for 2.5h; Reflux;

Reference yield: 99.0%

4-(methylthio)thieno[3,2-d]pyrimidine (16229-25-7) → 4-chlorothieno[3,2-d]pyrimidine (16269-66-2)

Guidance literature:

With sulfuryl dichloride; In dichloromethane; acetonitrile; at 0 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2010.06.056

Reference yield: 82.0%

1,1-dichloroethane (75-34-3) + 3H-thieno[3,2-d]pyrimidin-4-one (16234-10-9) → 4-chlorothieno[3,2-d]pyrimidine (16269-66-2)

Guidance literature:

In N,N-dimethyl-formamide;

upstream raw materials:

7-bromo-4-chlorothieno[3,2-d]pyrimidine

3H-thieno[3,2-d]pyrimidin-4-one

3-aminothiophene-2-carboxamide

Methyl 3-aminothiophene-2-carboxylate

Downstream raw materials:

4-phenoxy-thieno[3,2-d]pyrimidine

thieno[3,2-d]pyrimidine

4-hydrazinothieno[3,2-d]pyrimidine

thieno[3,2-d]pyrimidin-4-amine

Refernces

• 1、 Fang, Sen-Biao,Li, Hui-Jing,Nan, Xiang,Wu, Rui,Wu, Yan-Chao,Zhang, Jing,Zhang, Zhi-Zhou. "Design, synthesis and biological evaluation of novel N-sulfonylamidine-based derivatives as c-Met inhibitors via Cu-catalyzed three-component reaction". . . Retrieved 2020/06/04.
• 2、 Wang, Linxiao,Xu, Shan,Chen, Xiuying,Liu, Xiaobo,Duan, Yongli,Kong, Dejia,Zhao, Dandan,Zheng, Pengwu,Tang, Qidong,Zhu, Wufu. "Synthesis and bioevaluation study of novel N-methylpicolinamide and thienopyrimidine derivatives as selectivity c-Met kinase inhibitors". . p. 245 - 256. Retrieved 2017/12/06.