76-94-8

Basic information

• Product Name: 5-methyl-5-phenylbarbituric acid
• Synonyms: 5-methyl-5-phenylbarbituric acid;Heptobarbital;5-Phenyl-5-methylbarbituric acid;Eudan;Mephebarbital;Phenylmethylbarbituric acid;Rutonal;5-Methyl-5-phenyl-
• CAS NO: 76-94-8
• Molecular Formula: C₁₁H₁₀N₂O₃
• Molecular Weight: 218.2087
• EINECS: 200-994-8
• Product Categories: Amines;Heterocycles;Impurities;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 76-94-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 226°
• Boiling Point: 358.89°C (rough estimate)
• Appearance: /
• Density: 1.2699 (rough estimate)
• Refractive Index: 1.5300 (estimate)
• PKA: pK1:8.011(0) (25°C)
• Water Solubility: 0.91g/L(25 oC)
• CAS DataBase Reference: 5-methyl-5-phenylbarbituric acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-methyl-5-phenylbarbituric acid(76-94-8)
• EPA Substance Registry System: 5-methyl-5-phenylbarbituric acid(76-94-8)

Safety Data

• RIDADR: 3249
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 76-94-8(Hazardous Substances Data)

Usage

Uses

Phenobarbital (P316760) impurity.

InChI:InChI=1/C11H10N2O3/c1-11(7-5-3-2-4-6-7)8(14)12-10(16)13-9(11)15/h2-6H,1H3,(H2,12,13,14,15,16)

Upstream product

• 57-13-6 urea 
• 34009-61-5 diethyl 2-methyl-2-phenylmalonate 
• 65749-05-5 2-methyl-2-phenylmalonic acid dimethyl ester 
• 37434-59-6 dimethyl 2-phenylmalonate 
• 101-41-7 benzeneacetic acid methyl ester 

Downstream Products

• 17062-49-6 5-methyl-5-phenyl-1,3-di-xanthen-9-yl-pyrimidine-2,4,6-trione 
• 24425-35-2 5-methyl-1,3-bis-(4-nitro-benzyl)-5-phenyl-pyrimidine-2,4,6-trione 
• 103856-75-3 5-methyl-5-(3-nitro-phenyl)-barbituric acid 
• 103854-69-9 5-methyl-5-(4-nitro-phenyl)-barbituric acid 
• 138548-29-5 1,3-bis(propionyloxymethyl)-5-methyl-5-phenylbarbital 
• 138548-34-2 (R)-5-methyl-5-phenyl-1-(propionyloxymethyl)barbital 

Relevant articles and documents

Preparation method of 5-methyl-5-phenylbarbituric acid

The invention provides a preparation method of 5-methyl-5-phenylbarbituric acid. The method comprises the following two steps: A, performing a reaction on diethyl alpha-methyl-alpha-phenylpropanedioate (referred to a compound III) and urea in the presence of a methanol solution of sodium methoxide to prepare sodium 5-methyl-5-phenyl barbiturate (referred to a compound II); and performing acidification on the compound (II) by using hydrochloric acid to obtain a crude product of the compound (I); and B, performing recrystallization on the crude product of the compound (I) obtained in the step Ain an ethanol aqueous solution to obtain a fine product of the compound (I). According to the preparation method provided by the invention, the reaction conditions are easy to control, the product quality is stable, the obtained crude product has a content of 99.0% or more by HPLC, and after primary purification, the purity of the product by the HPLC is >99.8%; and the production costs are low, and the method is more suitable for industrial production.

IR-spectroscopy of barbiturates

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