Reaction #318572

Reaction equation

acetic acid

sodium hydroxide

thiocarbohydrazide

1-decanol

→

4-Amino-6-(1-cyclopropylethyl)-5-oxo-3-thioxo-tetrahydro-1,2,4-(2H,4H)-triazine

Solvents

water

Conditions

Workup

1. 1
   Other(about 16 hours)
2. 2
   workup.STIRRINGthe mixture is stirred for one hour at 70° C.
3. 3
   Otherto precipitate
4. 4
   workup.STIRRINGThe mixture is stirred at 80° C. for a further 2 hours
5. 5
   Temperatureto cool to room temperature
6. 6
   Filtrationthe precipitate is filtered off with suction
7. 7
   Washwashed several times with water
8. 8
   Dryingalso with petroleum ether and dried at 70° C
9. 9
   Other725 g (82.6% of theory) of the above compound of melting point 142°-143° C. are obtained

Procedure

882 g (4.14 mols) of 4-(cyclopropyl-methyl-methylene)-N-methylrhodanine (as an E/Z mixture) are introduced into a solution of 712 g (17.8 mols) of sodium hydroxide in 4.4 l of water. After the addition of 7 ml of alkylaryl polyglycol ether, the mixture is stirred at 70° C. until complete dissolution occurs (about 16 hours). 438 g (4.14 mols) of thiocarbohydrazide and 115 ml of 1-decanol are then added, the mixture is stirred for one hour at 70° C., and 1525 ml of acetic acid are rapidly added dropwise, causing the reaction product to precipitate. The mixture is stirred at 80° C. for a further 2 hours, allowed to cool to room temperature and the precipitate is filtered off with suction, washed several times with water and also with petroleum ether and dried at 70° C. 725 g (82.6% of theory) of the above compound of melting point 142°-143° C. are obtained.

Source