5-Propyl-2-thiouracil

Base Information

• Chemical Name: 5-Propyl-2-thiouracil
• CAS No.: 2954-52-1
• Molecular Formula: C₇H₁₀N₂OS
• Molecular Weight: 170.235
• Hs Code.: 29309090
• European Community (EC) Number: 636-702-4
• UNII: AH5Q64K6ZL
• DSSTox Substance ID: DTXSID60873575
• Nikkaji Number: J408.859J
• Mol file: 2954-52-1.mol

Synonyms:5-Propyl-2-thiouracil;2954-52-1;5-Propyl-2-thioxo-2,3-dihydropyrimidin-4(1H)-one;5-propyl-2-sulfanylidene-1H-pyrimidin-4-one;5-Propyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one;5-Propylthiouracil;MFCD00057340;5-(n-Propyl)-2-thiouracil;SCHEMBL1691795;SCHEMBL17156307;DTXSID60873575;5-Propyl-2-thiouracil, >=98%;AKOS006274612;SB57194;5-propyl-2-thioxo-1H-pyrimidin-4-one;AS-19980;CS-0078746;FT-0634578;D73971;A819957;2,3-Dihydro-5-propyl-2-thioxo-4(1H)-pyrimidinone;W-202229

Chemical Property of 5-Propyl-2-thiouracil

Chemical Property:

• Appearance/Colour: White to yellow cast powder
• Melting Point: 161-163 °C
• Refractive Index: 1.596
• PKA: 7.66±0.25(Predicted)
• PSA: 80.74000
• Density: 1.24 g/cm³
• LogP: 1.38500
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 170.05138412
• Heavy Atom Count: 11
• Complexity: 223

Purity/Quality:

98%min ^*data from raw suppliers

5-Propyl-2-thiouracil ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 40
• Safety Statements: 22-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCC1=CNC(=S)NC1=O

Technology Process of 5-Propyl-2-thiouracil

There total 6 articles about 5-Propyl-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:

ethyl n-valerate (539-82-2) → 5-propyl-2-thiouracil (2954-52-1)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / diethyl ether / 24 h / Ambient temperature

2: EtONa / ethanol / 7 h / Heating

With sodium ethanolate; sodium hydride; In diethyl ether; ethanol;

DOI:10.1002/ardp.19843170509

Reference yield:

ethyl 2-formylpentanate + thiourea (17356-08-0) → 5-propyl-2-thiouracil (2954-52-1)

Guidance literature:

With sodium ethanolate; In ethanol; for 7h; Heating;

DOI:10.1002/ardp.19843170509

Reference yield:

methyl valerate (624-24-8) → 2-mercapto-5-propylpyrimidin-4-ol (2954-52-1)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / 3 h / 150 °C / Molecular sieve; Microwave irradiation

2: sodium methylate / methanol / 17 h / Inert atmosphere; Molecular sieve; Reflux

With sodium methylate; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm501446r

upstream raw materials:

thiourea

ethyl n-valerate

methyl valerate

Downstream raw materials:

2-(methylthio)-5-propylpyrimidin-4-ol

2-Methylsulfanyl-5-propyl-3H-pyrimidin-4-one

Refernces

• 1、 -. "PYRAZOLE DERIVATIVES AS DIHYDROOROTATE DEHYDROGENASE (DHODH) INHIBITORS". Page/Page column 100; 101. . Retrieved 2015/11/03.