(4-Hydroxy-5,6-dimethyl-thieno[2,3-d]pyrimidin-2-ylsulfanyl)-acetic acid

Base Information

• Chemical Name: (4-Hydroxy-5,6-dimethyl-thieno[2,3-d]pyrimidin-2-ylsulfanyl)-acetic acid
• CAS No.: 54968-60-4
• Molecular Formula: C₁₀H₁₀N₂O₃S₂
• Molecular Weight: 270.333
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40352570
• Nikkaji Number: J1.442.143B
• ChEMBL ID: CHEMBL1428846
• Mol file: 54968-60-4.mol

Synonyms:54968-60-4;(4-Hydroxy-5,6-dimethyl-thieno[2,3-d]pyrimidin-2-ylsulfanyl)-acetic acid;2-[(5,6-dimethyl-4-oxo-3H-thieno[2,3-d]pyrimidin-2-yl)sulfanyl]acetic acid;2-((4-Hydroxy-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl)thio)acetic acid;Acetic acid,2-[(1,4-dihydro-5,6-dimethyl-4-oxothieno[2,3-d]pyrimidin-2-yl)thio]-;MLS000856534;CHEMBL1428846;DTXSID40352570;HMS2699O13;STK524294;AKOS000269273;AKOS000300070;(5,6-Dimethyl-4-oxo-3,4-dihydro-thieno[2,3-d]pyrimidin-2-ylsulfanyl)-acetic acid;SMR000274891;EU-0009070;VU0060967-1;SR-01000538541;SR-01000538541-1;(4-hydroxy-5,6-dimethylthieno[2,3-d]pyrimidin-2-ylsulfanyl)acetic acid;[(4-hydroxy-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl)sulfanyl]acetic acid;[(4-hydroxy-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl)thio]acetic acid;2-((4-Hydroxy-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl)thio)aceticacid;2-(4-hydroxy-5,6-dimethylthieno[2,3-d]pyrimidin-2-ylthio)acetic acid;(4-Hydroxy-5,6-dimethyl-thieno[2,3-d]pyrimidin-2-ylsulfanyl)-acetic acid, AldrichCPR;[(5,6-Dimethyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-2-yl)sulfanyl]acetic acid;2-[(4-hydroxy-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl)sulfanyl]acetic acid

Chemical Property of (4-Hydroxy-5,6-dimethyl-thieno[2,3-d]pyrimidin-2-ylsulfanyl)-acetic acid

Chemical Property:

• PSA: 136.85000
• LogP: 2.19040
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 270.01328453
• Heavy Atom Count: 17
• Complexity: 386

Purity/Quality:

98%min ^*data from raw suppliers

(4-Hydroxy-5,6-dimethyl-thieno[2,3-d]pyrimidin-2-ylsulfanyl)-acetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(SC2=C1C(=O)NC(=N2)SCC(=O)O)C

Technology Process of (4-Hydroxy-5,6-dimethyl-thieno[2,3-d]pyrimidin-2-ylsulfanyl)-acetic acid

There total 6 articles about (4-Hydroxy-5,6-dimethyl-thieno[2,3-d]pyrimidin-2-ylsulfanyl)-acetic acid 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: 92.5%

Iodoacetic acid (64-69-7) + 2-thio-4-oxo-5,6-dimethyl-3,4-dihydrothieno<2,3-d>pyrimidine potassium salt (53162-51-9) → (6,7-dimethyl-1-oxo-1,2-dihydrothieno[2,3-d]pyrimidin-3-ylsulfanyl)acetic acid (54968-60-4)

Guidance literature:

With potassium hydroxide; In ethanol; for 2h; Heating;

Reference yield: 92.5%

2-thio-4-oxo-5,6-dimethyl-3,4-dihydrothieno<2,3-d>pyrimidine potassium salt (53162-51-9) + chloroacetic acid (79-11-8) → (6,7-dimethyl-1-oxo-1,2-dihydrothieno[2,3-d]pyrimidin-3-ylsulfanyl)acetic acid (54968-60-4)

Guidance literature:

With potassium hydroxide; In ethanol; for 2h; Heating;

Reference yield: 28.0%

2-(2-chloro-acetylamino)-4,5-dimethyl-thiophene-3-carboxylic acid ethyl ester (60442-34-4) + potassium thioacyanate (333-20-0) → (6,7-dimethyl-1-oxo-1,2-dihydrothieno[2,3-d]pyrimidin-3-ylsulfanyl)acetic acid (54968-60-4)

Guidance literature:

2-(2-chloro-acetylamino)-4,5-dimethyl-thiophene-3-carboxylic acid ethyl ester; potassium thioacyanate; In acetonitrile; for 1h; Heating;

With 1-Dimethylamino-ethanol; In acetonitrile; for 1h; Heating;

DOI:10.3987/COM-00-8954

upstream raw materials:

5,6-dimethyl-2-thioxo-2,3-dihydro-1H-thieno[2,3-d]pyrimidin-4-one

chloroacetic acid

Iodoacetic acid

2-thio-4-oxo-5,6-dimethyl-3,4-dihydrothieno<2,3-d>pyrimidine potassium salt

Refernces

• 1、 Zekany,Makleit. "Synthesis of 7β-(4-oxo-3,4-dihydro-thieno[2,3-d]pyrimidyl-2-thioacetamido)cep halosporanic acid derivatives". . p. 160 - 161. Retrieved 2007/10/02.