Seventy-six grams (1 mole) of thiourea is suspended in 200 cc. of water (Note
1) in a
500-cc. flask equipped with a
reflux condenser,
dropping funnel, and
mechanical stirrer. The stirrer is started, and
92.5 g. (80 cc., 1 mole) of chloroacetone (Note
2) is run in during thirty minutes. As the reaction proceeds the
thiourea dissolves and the temperature rises. The yellow solution is refluxed for two hours and cooled, and, while the mixture is stirred continuously but not so rapidly as to produce a troublesome emulsion,
200 g. of solid sodium hydroxide is added with cooling. The upper, oily layer is separated in a
separatory funnel and the aqueous layer is extracted three times with
ether, using a total of 300 cc. (Note
3). The dark red oil is combined with the ethereal extract, and the solution is dried over
30 g. of solid sodium hydroxide and filtered by gravity to remove small amounts of tar. The
ether is removed by distillation from a
steam bath, and the oil is distilled at reduced pressure. After a very small fore-run,
2-amino-4-methylthiazole is collected at
117–120°/8 mm., or
130–133°/18 mm. The yield of material melting at
44–45° is
80–85.5 g. (
70–75 per cent of the theoretical amount).