تفاعل #409989

معادلة التفاعل

hydrochloric acid

5-methyl-4-nitroimino-3-(2-phenylthiothiazol-5-ylmethyl)-perhydro-1,3,5-oxadiazine

chlorine

→

title compound

المردود 90.4%

3-(2-Chlorothiazol-5-ylmethyl)-5-methyl-4-nitroimino-perhydro-1,3,5-oxadiazine

المردود 90.4%

المذيبات

chlorobenzene

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONare added
2. 2
   أخرىthe excess of chlorine is removed by introduction of nitrogen
3. 3
   workup.ADDITIONthe aqueous phase (containing the title compound in hydrochloride form)
4. 4
   أخرىis separated off
5. 5
   ترشيحThe crystalline precipitate is filtered off
6. 6
   غسيلwashed with water
7. 7
   أخرىdried at 50° in vacuo

الإجراء التجريبي

To a mixture of 300 g of aqueous hydrochloric acid (32%) and 150 g of chlorobenzene are added with stirring 183 g of 5-methyl-4-nitroimino-3-(2-phenylthiothiazol-5-ylmethyl)-perhydro-1,3,5-oxadiazine within 5 minutes. 124 g of chlorine are then passed into the mixture at 20 to 25° over a period of 4 hours. After stirring for a further 2 hours, the excess of chlorine is removed by introduction of nitrogen, and the aqueous phase (containing the title compound in hydrochloride form) is separated off and adjusted to pH 5 with aqueous sodium hydroxide solution (30%). The crystalline precipitate is filtered off, washed with water and dried at 50° in vacuo, yielding 132 g of the title compound (purity: 97%) melting at 132 to 135°.

المصدر