THIENO[3,4-D]PYRIMIDINE-2,4-DIOL

Base Information

• Chemical Name: THIENO[3,4-D]PYRIMIDINE-2,4-DIOL
• CAS No.: 6251-30-5
• Molecular Formula: C6H4N2O2S
• Molecular Weight: 168.17
• Mol file: 6251-30-5.mol

Synonyms:THIENO[3,4-D]PYRIMIDINE-2,4-DIOL;1H-Thieno[3,4-d]pyrimidine-2,4-dione;2,4-Dihydroxythieno[3,4-d]pyrimidine

Chemical Property of THIENO[3,4-D]PYRIMIDINE-2,4-DIOL

Chemical Property:

• PSA: 94.48000
• LogP: 1.10250

Purity/Quality:

98%min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1H-Thieno[3,4-d]pyrimidine-2,4-dione is an analog of thieno[3,4-d]pyrimidine and can serve as a fluorescent probe sensing mismatched pairs.

Technology Process of THIENO[3,4-D]PYRIMIDINE-2,4-DIOL

There total 6 articles about THIENO[3,4-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: 89.0%

methyl 4-ureidothiophen-3-carboxylate (36948-19-3) → thieno[3,4-d]pyrimidine-2,4(1H,3H)-dione (6251-30-5)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 4h;

DOI:10.1021/jm2004078

Reference yield: 75.0%

urea (57-13-6) + 3-amino-4-carboethoxythiophene → thieno[3,4-d]pyrimidine-2,4(1H,3H)-dione (6251-30-5)

Guidance literature:

at 160 - 180 ℃; for 1h;

Reference yield:

methyl 3-amino-4-thiophenecarboxylate hydrochloride (39978-14-8) + urea (57-13-6) → thieno[3,4-d]pyrimidine-2,4-diol (6251-30-5)

Guidance literature:

methyl 3-amino-4-thiophenecarboxylate hydrochloride; urea; at 180 ℃; for 1.5h;

With sodium hydroxide; water; at 20 ℃;

With hydrogenchloride; In water;

upstream raw materials:

urea

methyl 4-ureidothiophen-3-carboxylate

methyl 4-aminothiophene-3-carboxylate

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

Downstream raw materials:

2,4-dichlorothieno<3,4-d>pyrimidine

C₄₇H₄₆N₂O₁₁S₂

Refernces

• 1、 Srivatsan, Seergazhi G.,Weizman, Haim,Tor, Yitzhak. "A highly fluorescent nucleoside analog based on thieno[3,4-d]pyrimidine senses mismatched pairing". . p. 1334 - 1338. Retrieved 2008.
• 2、 Venskutonytè, Raminta,Butini, Stefania,Sanna Coccone, Salvatore,Gemma, Sandra,Brindisi, Margherita,Kumar, Vinod,Guarino, Egeria,Maramai, Samuele,Valenti, Salvatore,Amir, Ahmad,Valadés, Elena Antón,Frydenvang, Karla,Kastrup, Jette S.,Novellino, Ettore,Campiani, Giuseppe,Pickering, Darryl S.. "Selective kainate receptor (GluK1) ligands structurally based upon 1H-cyclopentapyrimidin-2,4(1 H,3 H)-dione: Synthesis, molecular modeling, and pharmacological and biostructural characterization". experimental part. p. 4793 - 4805. Retrieved 2011/10/01.