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CAS RN: 58713-03-4 | Product Number: A2555
5-Acetyl-1,3-dimethylbarbituric Acid
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Purity: >98.0%(GC)(T)
Synonyms:
- DAB
- 1,3-Dimethyl-5-acetylbarbituric Acid
Product Documents:
| Size | Unit Price | Same Day | 2-3 Business Days | Other Lead Time |
Shipping Information
|
|---|---|---|---|---|---|
| 5G |
A$461.00
|
5 | 21 | It can be shipped in about 2 weeks after ordering |
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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 |
| Storage Temperature | Room Temperature (Recommended in a cool and dark place, <15°C) |
| 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 |
|
| 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. |
Related Laws:
Transport Information:
| H.S.code* | 2933.54-000 |
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).
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).
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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