2-(Methylthio)-4,5-pyrimidinedicarboxylic Acid

Base Information

• Chemical Name: 2-(Methylthio)-4,5-pyrimidinedicarboxylic Acid
• CAS No.: 149771-16-4
• Molecular Formula: C₇H₆N₂O₄S
• Molecular Weight: 214.202
• Hs Code.: 2933599090
• Mol file: 149771-16-4.mol

Synonyms:2-(Methylthio)-4,5-pyrimidinedicarboxylic Acid;2-(methylthio)pyrimidine-4,5-dicarboxylic acid

Chemical Property of 2-(Methylthio)-4,5-pyrimidinedicarboxylic Acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 495.78°C at 760 mmHg
• PKA: 1.71±0.10(Predicted)
• Flash Point: 253.639°C
• PSA: 125.68000
• Density: 1.677g/cm³
• LogP: 0.59490

Purity/Quality:

98%min ^*data from raw suppliers

2-(Methylthio)-4,5-pyrimidinedicarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(Methylthio)-4,5-pyrimidinedicarboxylic Acid

There total 2 articles about 2-(Methylthio)-4,5-pyrimidinedicarboxylic 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: 74.0%

ethyl 4-(ethoxycarbonyl)-2-methylthiopyrimidine-5-caboxylate (149771-08-4) → 2-methylthiopyrimidine-4,5-dicarboxylic acid (149771-16-4)

Guidance literature:

With sodium hydroxide; Ambient temperature;

Reference yield:

2-[1-(dimethylamino)meth-(Z)-ylidene]-3-oxosuccinic acid diethyl ester → 2-methylthiopyrimidine-4,5-dicarboxylic acid (149771-16-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium / ethanol / 1 h / Heating

2: 68 percent / aq. NaOH / ethanol / 0.5 h / 20 °C

With sodium hydroxide; sodium; In ethanol;

Reference yield:

2-methylthiopyrimidine-4,5-dicarboxylic acid (149771-16-4) → 6-[3,5-bis(trifluoromethyl)phenyl]-2-chloro-3-pyrrolino[3,4-d]pyrimidine-5,7-dione

Guidance literature:

Multi-step reaction with 5 steps

1: 68 percent / oxalyl chloride / dimethylformamide; CH₂Cl₂ / 1 h / 20 °C

2: 25 percent / CHCl₃ / 1 h / Heating

3: m-chloroperbenzoic acid / CH₂Cl₂ / 18 h / 20 °C

4: aq. NaOH / tetrahydrofuran; H₂O / 0.5 h / 60 °C

5: POCl₃ / 0.75 h / Heating

With sodium hydroxide; oxalyl dichloride; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In tetrahydrofuran; dichloromethane; chloroform; water; N,N-dimethyl-formamide;

upstream raw materials:

ethyl 4-(ethoxycarbonyl)-2-methylthiopyrimidine-5-caboxylate

Downstream raw materials:

6-[3,5-bis(trifluoromethyl)phenyl]-2-methylthio-3-pyrrolino[3,4-d]pyrimidine-5,7-dione

6-{[3,5-bis(trifluoromethyl)phenyl]methyl}-2-methylthio-3-pyrrolino[3,4-d]pyrimidine-5,7-dione

Refernces

• 1、 Sansebastiano,Mosti,Menozzi,Schenone,Muratore,Petta,Debbia,Pesce Schito,Schito. "Synthesis, antiviral (HSV-1) and antimycotic activities of ethyl or methyl 2,4-disubstituted 5-pyrimidinecarboxylates, 2,4-disubstituted 5-pyrimidinecarboxylic acids and 2,4-disubstituted pyrimidines". . p. 335 - 355. Retrieved 2007/10/02.