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5-CARBETHOXYURACIL

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Products Intro: Product Name:5-Carbethoxyuracil
CAS:28485-17-8
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  • CAS:28485-17-8
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  • Purity: 98%
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  • 2019-07-06
  • CAS: 28485-17-8
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  • Purity: 97%-99%
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5-CARBETHOXYURACIL Basic information
Product Name:5-CARBETHOXYURACIL
Synonyms:ethyl4-hydroxy-2-oxo-1,2-dihydropyriMidine-5;Ethyluracil-5-carboxylate,98%;Ethyl uracil-5-carboxylate 5-Carbethoxyuracil;Methyl uracil-5-carboxylate;5-CARBETHOXYURACIL;Ethyl uracil-5-carboxylate, 98%;5-Carbethoxyuracil ,98%;ISOOROTIC ACID ETHYL ESTER
CAS:28485-17-8
MF:C7H8N2O4
MW:184.15
EINECS:249-053-3
Product Categories:Acids and Derivatives;Heterocycles;pyrimidine;Heterocycle-Pyrimidine series
Mol File:28485-17-8.mol
5-CARBETHOXYURACIL Structure
5-CARBETHOXYURACIL Chemical Properties
Melting point 232-235°C
density 1.344±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
form Crystalline Powder
pka7.17±0.10(Predicted)
color White
InChIInChI=1S/C7H8N2O4/c1-2-13-6(11)4-3-8-7(12)9-5(4)10/h3H,2H2,1H3,(H2,8,9,10,12)
InChIKeyMKNYHTGOVKPZMU-UHFFFAOYSA-N
SMILESC1(=O)NC=C(C(OCC)=O)C(=O)N1
CAS DataBase Reference28485-17-8
Safety Information
Safety Statements 24/25-22
WGK Germany 3
HS Code 29335990
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
5-CARBETHOXYURACIL Usage And Synthesis
Chemical PropertiesWhite crystalline powder
Synthesis
Diethyl ethoxymethylenemalonate

87-13-8

Urea

57-13-6

5-CARBETHOXYURACIL

28485-17-8

Step 1. Urea (12 g, 200 mmol) was added to an ethanol solution (300 mL) of sodium ethoxide pre-prepared from sodium metal (5.52 g, 240 mmol, 1.2 equiv). Diethyl 2-(ethoxymethylene)malonate (43.2 g, 200 mmol, 1.0 eq.) was then added and the reaction mixture was stirred at 20 °C for 24 h. The reaction mixture was then warmed up to 90 °C and continued to be stirred for 24 h. The reaction mixture was then stirred at 20 °C for 24 h. Upon completion of the reaction, ethanol was removed by distillation under reduced pressure. Ice water (100 mL) was added to the residue to dissolve the solid. The product was precipitated by dropwise addition of cold dilute hydrochloric acid. The solid was collected by filtration to afford ethyl 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (8.5 g, 23% yield), which could be used in subsequent steps without further purification.

References[1] Patent: WO2011/19405, 2011, A1. Location in patent: Page/Page column 119
5-CARBETHOXYURACIL Preparation Products And Raw materials
Raw materialsSodium-->Urea-->Triethyl orthoformate-->Diethyl malonate-->Diethyl ethoxymethylenemalonate-->Ethanol-->Sodium ethoxide
Tag:5-CARBETHOXYURACIL(28485-17-8) Related Product Information
5-CARBETHOXYURACIL Uracil 6-Amino-1,2,3,4-tetrahydro-1,3-dimethyl-2,4-dioxo-5
-pyrimidinecarboxylic acid ethyl ester
6-AMINO-1,3-DIMETHYL-2,4-DIOXO-1,2,3,4-TETRAHYDRO-PYRIMIDINE-5-CARBOXYLIC ACID METHYL ESTER methyl 6-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate 1-(2-HYDROXY-ETHOXYMETHYL)-2,4-DIOXO-1,2,3,4-TETRAHYDRO-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER 3-PHENYL-5-CARBETHOXYURACIL N,N''-OXALYLBIS(3-N-OCTADECYL-5-CARBETHOXYURACIL) 3-ISOBUTYL-5-CARBETHOXYURACIL 3-OCTADECYL-5-CARBETHOXYURACIL N,N''-OXALYLBIS(3-N-BUTYL-5-CARBETHOXYURACIL) 3-(2-ETHYLHEXYL)-5-CARBETHOXYURACIL 3-ETHYL-5-CARBETHOXYURACIL N,N''-OXALYLBIS(3-ETHYL-5-CARBETHOXYURACIL) 3-DODECYL-5-CARBETHOXYURACIL 3-BENZYL-5-CARBETHOXYURACIL 3-METHYL-5-CARBETHOXYURACIL N,N''-OXALYLBIS[3-(3-METHOXYPROPYL)-5-CARBETHOXYURACIL]

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