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| | methitural sodium Basic information |
| Product Name: | methitural sodium | | Synonyms: | methitural sodium;4,6-Dihydro-5-(1-methylbutyl)-5-[2-(methylthio)ethyl]-2-sodiothio-4,6(1H,5H)-pyrimidinedione;Methioturiate;5-(1-Methylbutyl)-5-(2-(methylthio)ethyl)-2-thiobarbituric acid sodium salt;Barbituric acid, 5-(1-methylbutyl)-5-(2-(methylthio)ethyl)-2-thio-, sodium salt;Einecs 211-985-3;Methitural sodium salt;Neraval | | CAS: | 730-68-7 | | MF: | C12H21N2NaO2S2 | | MW: | 312.42 | | EINECS: | 211-985-3 | | Product Categories: | | | Mol File: | 730-68-7.mol |  |
| | methitural sodium Chemical Properties |
| | methitural sodium Usage And Synthesis |
| Originator | Neraval ,Schering,US,1956 | | Manufacturing Process | A solution of 69 g of sodium in 1,380 cc of absolute alcohol is mixed with 257.4 g of β-methylthioethyl-(1-methyl)-n-butyl-cyano-acetic acid ethyl ester and 114 g of thiourea and the whole mass boiled under reflux with stirring for six hours. After concentration under vacuum the residue is taken up in 1.5 liters of water and shaken up thrice, each time with 300 cc of ether. The aqueous alcoholic layer is stripped, under vacuum, of the dissolved ether and mixed with 300 cc of 30% acetic acid under stirring and ice cooling. The precipitated material is sucked off, washed with water, dried and recrystallized from isopropyl alcohol. The thus obtained β-methyl-thioethyl-(1-methyl)-nbutyl-cyano-acetyl thiourea forms yellowish green crystals having a melting point of 229°C to 230C.
100 g of this product are boiled under reflux for three hours with 1 liter of 20% sulfuric acid. After cooling the mixture is taken up in ether, the ether solution washed with water, dried, filtered, concentrated and drawn off under vacuum. The residue is caused to crystallize by treatment with a mixture of 60 volume parts of methanol and 40 volume parts of petroleum benzene. The isolated crystals are recrystallized from the mentioned solvent mixture and yield thereby 5-β-methyl-thioethyl-5-(1-methyl)-n-butyl-2-thiobarbituric acid having a melting point of 79°C to 81°C.
20 g of the free acid are shaken up (in a machine) for one hour with 69.5 cc n/l (normal) caustic soda. The filtered solution is concentrated under vacuum,
the residue is taken up in absolute alcohol and again with drawn under
vacuum. After two recrystallizations of the residue from isopropyl alcohol one
obtains the readily water-soluble, analytically pure, sodium salt of the 5-βmethyl-thioethyl-5-(1 -methyl)-n-butyl-2-thiobarbituric acid. | | Therapeutic Function | Hypnotic, Sedative |
| | methitural sodium Preparation Products And Raw materials |
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