744-80-9

Basic information

• Product Name: Benzobarbital
• Synonyms: 1-benzoyl-5-ethyl-5-phenyl-2,4,6-trioxohexahydropyrimidine;1-benzoyl-5-ethyl-5-phenyl-barbituricaci;1-benzoyl-5-ethyl-5-phenylbarbituricacid;6(1h,3h,5h)-pyrimidinetrione,1-benzoyl-5-ethyl-5-phenyl-4;benzonal;benzoylluminal;benzoylphenobarbital;benzoyluminal
• CAS NO: 744-80-9
• Molecular Formula: C₁₉H₁₆N₂O₄
• Molecular Weight: 336.34
• EINECS: 1592732-453-0
• Product Categories: Pharmaceutical Intermediates;API intermediates
• Mol File: 744-80-9.mol
• Article Data: 1

Chemical Properties

• Melting Point: 134.5°C
• Boiling Point: 472.83°C (rough estimate)
• Appearance: /
• Density: 1.3097 (rough estimate)
• Refractive Index: 1.5700 (estimate)
• PKA: 6.41±0.10(Predicted)
• CAS DataBase Reference: Benzobarbital(CAS DataBase Reference)
• NIST Chemistry Reference: Benzobarbital(744-80-9)
• EPA Substance Registry System: Benzobarbital(744-80-9)

Safety Data

• RIDADR: 3249
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 744-80-9(Hazardous Substances Data)

Usage

Uses

is used in preparation method and composition for treating epilepsy including administering a Cholecystokinin-2 receptor antagonist and combination with antiepileptic agents.

Safety Profile

Moderately toxic by ingestion.Experimental reproductive effects. Mutation datareported. When heated to decomposition it emits toxicfumes of NOx.

InChI:InChI=1/C19H16N2O4/c1-2-19(14-11-7-4-8-12-14)16(23)20-18(25)21(17(19)24)15(22)13-9-5-3-6-10-13/h3-12H,2H2,1H3,(H,20,23,25)

Synthetic route

phenobarbital (50-06-6) + benzoyl chloride (98-88-4) → Benzoylphenobarbital (744-80-9)

Conditions	Yield
at 155 - 170℃; for 9h;	60%

Benzoylphenobarbital (744-80-9) → 1-benzoyl-3-(2-phenylbutyryl)urea (93596-91-9, 143148-00-9, 143190-25-4) + phenobarbital (50-06-6) + benzoic acid (65-85-0)

Conditions	Yield
In ethanol at 70℃; Kinetics; Rate constant; Product distribution; various pH, temp., Ea;	A 85% B 5% C 4%
In sodium hydroxide at 70℃; for 8h;	A 85% B 5% C 4%

Benzoylphenobarbital (744-80-9) → pheneturide (90-49-3, 6192-36-5, 6509-32-6) + phenobarbital (50-06-6) + benzoic acid (65-85-0)

Conditions	Yield
at 70℃; for 8h; buffer pH 13;	A 30% B 40% C n/a

Upstream product

• 50-06-6 phenobarbital 
• 98-88-4 benzoyl chloride 

Downstream Products

• 90-49-3 pheneturide 
• 50-06-6 phenobarbital 
• 65-85-0 benzoic acid 
• 93596-91-9 1-benzoyl-3-(2-phenylbutyryl)urea 

Relevant articles and documents

BENZOYLATION OF PHENOBARBITAL

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