Thieno[2,3-d]pyrimidine-2,4-diol

Base Information

• Chemical Name: Thieno[2,3-d]pyrimidine-2,4-diol
• CAS No.: 18740-38-0
• Molecular Formula: C6H4N2O2S
• Molecular Weight: 168.176
• Hs Code.: 2934999090
• European Community (EC) Number: 808-604-3
• DSSTox Substance ID: DTXSID60480925
• Wikidata: Q72508422
• Mol file: 18740-38-0.mol

Synonyms:18740-38-0;thieno[2,3-d]pyrimidine-2,4-diol;THIENO[2,3-D]PYRIMIDINE-2,4(1H,3H)-DIONE;1H-Thieno[2,3-d]pyrimidine-2,4-dione;MFCD16495868;2,4-Dihydroxythieno[2,3-d]pyrimidine;SCHEMBL993597;DTXSID60480925;JGOOQALRLGHKIY-UHFFFAOYSA-N;BCP26431;thieno[2,3-d]pyrimidine-2,4-dione;AKOS005146303;AKOS015950540;DS-1447;SY007977;TS-00149;AM20090093;CS-0059197;FT-0715711;A15333;EN300-210230;1H,2H,3H,4H-thieno[2,3-d]pyrimidine-2,4-dione;J-507230;Thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione, AldrichCPR

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

Chemical Property:

• Melting Point: 322 °C
• PKA: 10.40±0.20(Predicted)
• PSA: 94.48000
• Density: 1.518g/cm3
• LogP: 1.10250
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 167.99934855
• Heavy Atom Count: 11
• Complexity: 219

Purity/Quality:

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

1H-Thieno[2,3-d]pyrimidine-2,4-dione ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC2=C1C(=O)NC(=O)N2
• Uses: 1H-Thieno[3,4-d]pyrimidine-2,4-dione is an analog of thieno[3,4-d]pyrimidine and can serve as an inhibitor of dipeptidyl peptidase IV.

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

There total 13 articles about Thieno[2,3-d]pyrimidine-2,4-diol 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%

2-amino-3-cyanothiophene (4651-82-5) + carbon dioxide (124-38-9,18923-20-1) → 1H-thieno[2,3-d]pyrimidine-2,4-dione (18740-38-0)

Guidance literature:

With 1,5-diazabicyclo[4.3.0]non-5-ene 2,2,2-trifluoroethanol; at 90 ℃; for 48h;

Reference yield: 78.8%

isocyanate de chlorosulfonyle (1189-71-5) + Methyl 2-aminothiophene-3-carboxylate (4651-81-4) → 1H-thieno[2,3-d]pyrimidine-2,4-dione (18740-38-0)

Guidance literature:

isocyanate de chlorosulfonyle; Methyl 2-aminothiophene-3-carboxylate; In dichloromethane; at -60 - 20 ℃;

With water; at 75 ℃; for 1h;

With hydrogenchloride; sodium hydroxide; water; more than 3 stages;

Reference yield: 74.9%

Methyl 2-aminothiophene-3-carboxylate (4651-81-4) + urea (57-13-6) → 1H-thieno[2,3-d]pyrimidine-2,4-dione (18740-38-0)

Guidance literature:

Methyl 2-aminothiophene-3-carboxylate; urea; at 200 ℃; for 2h;

With sodium hydroxide; In water; for 5h; Reflux;

DOI:10.1002/cmdc.201800541

upstream raw materials:

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

Methyl 2-aminothiophene-3-carboxylate

urea

2-aminothiophene-3-carboxamide

Downstream raw materials:

2,4-dichloro-6-phenylfuro[3,2-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、 -. "Preparation method of heterocyclicpyrimidinedione compound". Paragraph 0051; 0052; 0053. . Retrieved 2018/03/26.