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

Inquiry

Cat Number

INT2775873

CAS Number

2775-87-3

If you have any other questions, please contact our experts.

Product Detail Description Customer Q&A

CAS Number

2775-87-3

Storage

Room temperature

Synonyms

2,4(1H,3H)-Pyrimidinedione, 3-benzoyl-;3-Benzoyl-1H-pyrimidine-2,4-dione

Molecular Formula

C11H8N2O3

Molecular Weight

216.19

Appearance

White to off-white solid

Melting Point

214-217℃

Relative Density

1.38

pKa

7.85

General Description

3-Benzoylpyrimidine-2,4(1H,3H)-dione (also known as 1-benzoyluracil) is a pyrimidine-2,4-dione (uracil) derivative with a benzoyl substituent at the N-3 position. The 2,4-dicarbonyl (barbiturate-like) structure confers tautomeric possibilities and provides multiple electrophilic sites for nucleophilic attack. The N-3 benzoyl group adds steric bulk and modifies the hydrogen bonding pattern of the pyrimidine-2,4-dione scaffold.

Mechanism of Action

3-Benzoylpyrimidine-2,4(1H,3H)-dione functions as a pyrimidine-2,4-dione building block in heterocyclic synthesis. The barbiturate-like core (2,4-diketopyrimidine) can undergo N-alkylation at the remaining N-1 position and C-alkylation at the C-5 position. The N-3 benzoyl group can be removed under basic or nucleophilic conditions (ammonolysis) to reveal the unsubstituted N-3. The 5-position of uracil is a site for C-C bond-forming reactions due to the electron-withdrawing carbonyl groups.

Application

3-Benzoylpyrimidine-2,4(1H,3H)-dione is used as an intermediate in the synthesis of nucleoside analogs, pyrimidine derivatives, and barbiturate-like pharmacophores. The uracil scaffold is a key component in the synthesis of antiviral and anticancer nucleosides including 5-fluorouracil derivatives. It is also used in the synthesis of heterocyclic systems obtained via cyclocondensation of the 2,4-dicarbonyl moiety with bifunctional nucleophiles.

What is the recommended storage condition for 3-Benzoylpyrimidine-2,4(1H,3H)-dione?

It should be stored at controlled room temperature in a well-sealed container, protected from moisture and direct light, to maintain its chemical integrity throughout the shelf life.

Can we obtain batch-specific analytical data for 3-Benzoylpyrimidine-2,4(1H,3H)-dione?

Batch-specific COA documents are standard with every shipment. Additional analytical reports, including HPLC chromatograms or spectral data, may be provided upon request.

What is the primary synthetic application of 3-Benzoylpyrimidine-2,4(1H,3H)-dione?

It is widely used as a key building block or intermediate in multi-step pharmaceutical synthesis workflows, providing versatile reactivity for constructing target molecular architectures.

What scale of supply is available for 3-Benzoylpyrimidine-2,4(1H,3H)-dione for pilot or commercial synthesis?

Supply is available from laboratory research scale through multi-kilogram pilot quantities. Commercial-scale supply can be discussed based on projected demand.

Does your company offer custom packaging for 3-Benzoylpyrimidine-2,4(1H,3H)-dione?

Yes, custom pack sizes are available. Specific quantity requirements can be discussed directly with our team to align with your production or research scale.