5-Carbethoxy-2-thiouracil

Base Information

• Chemical Name: 5-Carbethoxy-2-thiouracil
• CAS No.: 38026-46-9
• Deprecated CAS: 3346-79-0
• Molecular Formula: C7H8N2O3S
• Molecular Weight: 200.218
• Hs Code.: 2933599090
• European Community (EC) Number: 253-749-2
• NSC Number: 11999,1584
• DSSTox Substance ID: DTXSID30191435
• Nikkaji Number: J51.382B
• ChEMBL ID: CHEMBL3272429
• Mol file: 38026-46-9.mol

Synonyms:5-carbethoxy-2-thiouracil

Chemical Property of 5-Carbethoxy-2-thiouracil

Chemical Property:

• Appearance/Colour: Slightly orange fine crystalline powder
• Melting Point: 249-255 °C
• Refractive Index: 1.606
• PKA: 6.43±0.25(Predicted)
• PSA: 111.11000
• Density: 1.42 g/cm³
• LogP: 0.64760
• Storage Temp.: 2-8°C
• Water Solubility.: 1.596g/L(25 oC)
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 200.02556330
• Heavy Atom Count: 13
• Complexity: 298

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl2-thiouracil-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CNC(=S)NC1=O

Technology Process of 5-Carbethoxy-2-thiouracil

There total 5 articles about 5-Carbethoxy-2-thiouracil 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: 77.0%

ethyl 3,4-dihydro-2-methylthio-4-oxopyrimidine-5-carboxylate (53554-29-3) → ethyl 4-oxo-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxilate (38026-46-9)

Guidance literature:

With pyridine; hydrogen sulfide; triethylamine; for 4h;

DOI:10.1002/jhet.5570380113

Reference yield: 57.0%

malonic acid-(thioureidomethylene) diethyl ester → ethyl 4-oxo-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxilate (38026-46-9)

Guidance literature:

With hydrogenchloride; In ethanol; water; for 4h; Heating;

DOI:10.1515/HC.2007.13.4.229

Reference yield: 44.0%

thiourea (17356-08-0) + diethyl 2-ethoxymethylenemalonate (87-13-8) → ethyl 4-oxo-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxilate (38026-46-9)

Guidance literature:

With pyridine; potassium carbonate; In N,N-dimethyl-formamide; for 0.666667h; Microwave irradiation;

DOI:10.1007/s11164-015-2270-4

upstream raw materials:

diethyl α-formylmalonate

thiourea

diethyl 2-ethoxymethylenemalonate

ethyl 3,4-dihydro-2-methylthio-4-oxopyrimidine-5-carboxylate

Downstream raw materials:

ethyl 3,4-dihydro-2-methylthio-4-oxopyrimidine-5-carboxylate

6-oxo-1,6-dihydro-pyrimidine-5-carboxylic acid

5-carboxy-2-thio-uracil

ethyl 3,4-dihydro-4-oxopyrimidine-5-carboxylate

Refernces

• 1、 Botsi, Sofia,Tsolomitis, Athanase. "One or two step acid mediated cyclocondensation process for the preparation of 5-carbethoxy-2-thiouracils from diethyl ethoxymethylenemalonate and thioureas". . p. 229 - 234. Retrieved 2008/03/14.