Dihydrouracil

Base Information

• Chemical Name: Dihydrouracil
• CAS No.: 504-07-4
• Molecular Formula: C4H6 N2 O2
• Molecular Weight: 114.104
• Hs Code.: 2933599090
• European Community (EC) Number: 207-982-1
• NSC Number: 11867
• UNII: 016FR52RU5
• DSSTox Substance ID: DTXSID7060122
• Nikkaji Number: J11.667J
• Wikipedia: Dihydrouracil
• Wikidata: Q409340
• Metabolomics Workbench ID: 37061
• Mol file: 504-07-4.mol

Synonyms:dihydrouracil

Chemical Property of Dihydrouracil

Chemical Property:

• Appearance/Colour: white to light beige crystalline powder
• Melting Point: 279-281 °C(lit.)
• Refractive Index: 1.4487 (estimate)
• Boiling Point: °Cat760mmHg
• PKA: 12.10±0.20(Predicted)
• Flash Point: °C
• PSA: 58.20000
• Density: 1.246g/cm³
• LogP: -0.12650
• Storage Temp.: 2-8°C
• Solubility.: Soluble in Sodium Hydroxide.
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 114.042927438
• Heavy Atom Count: 8
• Complexity: 132

Purity/Quality:

98%,99%, ^*data from raw suppliers

DihydroUracil ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

Useful:

• Canonical SMILES: C1CNC(=O)NC1=O
• Uses: Impurity of Uracil. 5,6-Dihydrouracil acts as an intermediate in the catabolism of uracil. Dihydrouracil has been used as a standard for ureido group in the colorimentric assay of transfer ribonucleic acid (tRNA).

Technology Process of Dihydrouracil

There total 35 articles about Dihydrouracil 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: 98.0%

2-Thiouracil (5366-11-0) → 5,6-dhydrouracil (504-07-4)

Guidance literature:

With chloroacetic acid; In water; at 100 ℃;

Reference yield: 98.0%

N-(tert-butoxycarbonyl)-4-aminobutanoic acid (57294-38-9) + perphenazine (58-39-9) → 5,6-dhydrouracil (504-07-4) + perphenazine N-Boc-4-aminobutyrate (503537-30-2)

Guidance literature:

N-(tert-butoxycarbonyl)-4-aminobutanoic acid; perphenazine; With dmap; In dichloromethane; at 0 - 5 ℃;

With dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; Product distribution / selectivity;

Reference yield: 70.0%

uracil (66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6) → 3,4,5,6-tetrahydropyrimidin-2(1H)-one (1852-17-1) + 5,6-dhydrouracil (504-07-4)

Guidance literature:

With [Ru₄H₆(p-cumene)4]Cl₂; hydrogen; In water; at 90 ℃; for 23h; under 45003.6 Torr;

DOI:10.1002/anie.200462996

upstream raw materials:

2-Thiouracil

mercury(II) diacetate

acetic acid

pyrimidine-2,4,5,6(1H,3H)-tetraone

Downstream raw materials:

N-carbamoyl-β-alanine

uracil

urea

1,3-dibenzyldihydropyrimidine-2,4(1H,3H)-dione

Refernces

• 1、 Elad,Rosenthal. "-". . p. 879. Retrieved 1968.
• 2、 Jian, Yajun,Lin, Gengjie,Chomicz, Lidia,Li, Lei. "Reactivity of damaged pyrimidines: Formation of a schiff base intermediate at the glycosidic bond of saturated dihydrouridine". . p. 3318 - 3329. Retrieved 2015.
• 3、 -. "BIFUNCTIONAL DEGRADERS AND THEIR METHODS OF USE". Page/Page column 315. . Retrieved 2021/04/01.
• 4、 Achrainer, Florian,Emel'yanenko, Vladimir N.,Tantawy, Waled,Verevkin, Sergey P.,Zipse, Hendrik. "Transfer hydrogenation as a redox process in nucleotides". . p. 10426 - 10429. Retrieved 2015/04/14.