2,4-Dichlorothieno[2,3-d]pyrimidine

Base Information

• Chemical Name: 2,4-Dichlorothieno[2,3-d]pyrimidine
• CAS No.: 18740-39-1
• Molecular Formula: C6H2Cl2N2S
• Molecular Weight: 205.067
• Hs Code.: 2934999090
• European Community (EC) Number: 848-980-6
• DSSTox Substance ID: DTXSID20480926
• Wikidata: Q72468329
• Mol file: 18740-39-1.mol

Synonyms:2,4-Dichlorothieno[2,3-d]pyrimidine;18740-39-1;MFCD09743991;THIENO[2,3-D]PYRIMIDINE, 2,4-DICHLORO-;SCHEMBL1182070;dichlorothieno[2,3-d]pyrimidine;DTXSID20480926;HRXNGIQKOWQHCX-UHFFFAOYSA-N;BCP26750;AKOS005146066;CS-W003631;PB20371;2,4-dichloro-thieno[2,3-d]pyrimidine;AS-18183;SY007978;2,4-bis(chloranyl)thieno[2,3-d]pyrimidine;A4146;AM20090094;FT-0646970;EN300-72514;2,4-Dichlorothieno[2,3-d]pyrimidine, AldrichCPR;A813147;W-206366;Z1148267341

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

Chemical Property:

• Refractive Index: 1.714
• Boiling Point: 274.8±22.0 °C(Predicted)
• PKA: -0.84±0.40(Predicted)
• PSA: 54.02000
• Density: 1.662 g/cm³
• LogP: 2.99810
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 203.9315746
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

98%,99%, ^*data from raw suppliers

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

Safty Information:

• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC2=C1C(=NC(=N2)Cl)Cl

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

There total 7 articles about 2,4-Dichlorothieno[2,3-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: 84.0%

1H-thieno[2,3-d]pyrimidine-2,4-dione (18740-38-0) → 2,4-dichlorothieno[2,3-d]pyrimidine (18740-39-1)

Guidance literature:

With trichlorophosphate; In acetonitrile; for 24h; Reflux;

DOI:10.1021/jm2007084

Reference yield: 74.0%

thieno[2,3-d]pyrimidine-2,4-diol → 2,4-dichlorothieno[2,3-d]pyrimidine (18740-39-1)

Guidance literature:

With trichlorophosphate; for 10h; Reflux;

DOI:10.1134/S1070363221120185

Reference yield: 19.0%

2-amino-3-cyanothiophene (4651-82-5) + trichloromethyl chloroformate (503-38-8) → 2,4-dichlorothieno[2,3-d]pyrimidine (18740-39-1)

Guidance literature:

With acetonitrile; at 100 ℃; for 15h; Sealed tube;

DOI:10.1016/j.bmcl.2014.03.052

upstream raw materials:

1H-thieno[2,3-d]pyrimidine-2,4-dione

2-chlorothieno-[2,3-d]-pyrimidin-4(3H)-one

Methyl 2-aminothiophene-3-carboxylate

2-amino-3-cyanothiophene

Downstream raw materials:

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

thieno<2,3-d>pyrimidin-2,4(1H,3H)-dithione

1H-thieno[2,3-d]pyrimidine-2,4-dione

4-[4-(1,1'-biphenyl-4-ylcarbonyl)piperazin-1-yl]-2-chlorothieno[2,3-d]pyrimidine

Refernces

• 1、 Yu, Lide,Wang, Qinqin,Wang, Caolin,Zhang, Binliang,Yang, Zunhua,Fang, Yuanying,Zhu, Wufu,Zheng, Pengwu. "Design, synthesis, and biological evaluation of novel thienopyrimidine derivatives as PI3Kα inhibitors". . . Retrieved 2019/10/02.
• 2、 -. "Heterocyclic-pyrimindine or pyrazine compound containing biarylamide structure and application thereof". Paragraph 0091; 0092; 0093. . Retrieved 2017/07/22.