Reaktion #96008

Reaktionsgleichung

3-nitrobenzoyl chloride

4-methylthiosemicarbazide

acetone

pyridine

→

5,5-Dimethyl-2-methylamino-4-(3-nitrobenzoyl)-4,5-dihydro-1,3,4-thiadiazole

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture was stirred for 1 hour
2. 2
   Sonstigethe layers were separated
3. 3
   Sonstigethe organic layer was evaporated to an oil under vacuum
4. 4
   workup.WAITupon standing overnight
5. 5
   Sonstigewas recrystallized from hot acetone
6. 6
   Sonstigeto obtain 26.3 g
7. 7
   Sonstigeof crude product, which was recrystallized again from 15 ml
8. 8
   Sonstigeof hot nitromethane to obtain 21.4 g

Vorschrift

A 21 g. portion of 4-methylthiosemicarbazide was reacted with 200 ml. of acetone at ambient temperature for 16 hours, and then 16 ml. of pyridine and 37.1 g. of 3-nitrobenzoyl chloride were added and the mixture was stirred for 3 hours at ambient temperature. Two hundred ml. of water was added, the mixture was stirred for 1 hour, the layers were separated, and the organic layer was evaporated to an oil under vacuum. The oil solidified upon standing overnight, and was recrystallized from hot acetone to obtain 26.3 g. of crude product, which was recrystallized again from 15 ml. of hot nitromethane to obtain 21.4 g. of product, m.p. 130°-133°.

Quelle