- Synthetic Method of S-Methyl isothiourea sulfate
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S-Methyl isothiourea sulfate (CAS NO.: ), which is also known as Pseudourea, 2-methyl-2-thio-, sulfate, could be produced through the following synthetic route.
In a 2-l. round-bottomed flask are mixed 152 g. (2 moles) of finely divided thiourea and 70 cc. of water. To this is added 138 g. (1.1 moles) of technical methyl sulfate. The flask is immediately attached to a long reflux condenser carrying a trap. The reaction is allowed to progress spontaneously, with occasional cooling as the reaction becomes more rapid and the flask becomes filled with vapor. After the initial vigorous reaction is completed, the mixture is refluxed for one hour, during which time crystallization takes place. The mixture is then allowed to cool, the flask is removed, 200 cc. of 95 per cent ethyl alcohol is added, and the contents of the flask are then filtered with suction. The residue is washed twice with 100-cc. portions of 95 per cent alcohol and allowed to dry in air. The yield is 190 g. of a product which melts with decomposition at 235°. Another crop of crystals weighing 43 g. and melting at 230° can be obtained from the alcoholic filtrate by concentrating it to a paste to which, after cooling, is added 120 cc. of 95 per cent alcohol. The total yield is 220–233 g. (79–84 per cent of the theoretical amount).
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