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CAS RN: 58713-03-4 | Product Number: A2555

5-Acetyl-1,3-dimethylbarbituric Acid


Purity: >98.0%(GC)(T)
Synonyms:
  • DAB
  • 1,3-Dimethyl-5-acetylbarbituric Acid
Documents:
5G
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Product Number A2555
Purity / Analysis Method >98.0%(GC)(T)
Molecular Formula / Molecular Weight C__8H__1__0N__2O__4 = 198.18  
Physical State (20 deg.C) Solid
CAS RN 58713-03-4
Reaxys Registry Number 196385
PubChem Substance ID 172089124
MDL Number

MFCD00218518

Specifications
Appearance White to Light yellow powder to crystalline
Purity(GC) min. 98.0 %
Purity(Neutralization titration) min. 98.0 %
Properties (reference)
Melting Point 99 °C
GHS
Pictogram Pictogram
Signal Word Warning
Hazard Statements H319 : Causes serious eye irritation.
Precautionary Statements P264 : Wash skin thoroughly after handling.
P280 : Wear eye protection/ face protection.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
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Transport Information:
Application
Selective Protection and Deprotection of Primary Amino Group Using 1,3-Dimethyl-5-acetylbarbituric Acid

Typical Procedure 1: Primary amino group selective protection using DAB
A solution of (1R,2R)-1,2-diphenylethanediamine (1.06 g, 5.0 mmol) and 1,3-dimethyl-5-acetylbarbituric acid (DAB) (1) (991 mg, 5 mmol) in anhydrous THF (15 mL) is stirred at room temperature under Ar. After stirring for 48 h, the reaction mixture is concentrated under reduced pressure, and the residue is purified by column chromatography using neutral silica gel (n-hexane:ethyl acetate=1:1) to afford the product 2 (1.92 g, 98% yield).

Typical Procedure 2: Primary amino group selective deprotection using DAB
A solution of 3 (196 mg, 0.396 mmol) and 2-aminoethanol (238 µL, 3.96 mmol) in anhydrous EtOH (3 mL) is stirred at 50 °C for 24 h under Ar. After removal of the solvent under reduced pressure, the residue is purified by column chromatography using neutral silica gel (n-hexane:ethyl acetate=1:1) to afford the product 4 (124 mg, 99% yield).

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