Reaction equation
[OH-].[Na+].[NH2:3][NH:4][C:5]([NH:7][NH2:8])=[S:6].[CH2:9]([OH:19])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]CCCC.[C:20](O)(=O)C>O>[NH2:3][N:4]1[C:9](=[O:19])[CH:10]([CH:11]([CH:12]2[CH2:13][CH2:14]2)[CH3:20])[NH:8][NH:7][C:5]1=[S:6]Participants
Conditions
- Temperature
- 70 °C
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.
Workup
- custom(about 16 hours)
- stirringthe mixture is stirred for one hour at 70° C.
- customto precipitate
- stirringThe mixture is stirred at 80° C. for a further 2 hours
- temperatureto cool to room temperature
- filtrationthe precipitate is filtered off with suction
- washwashed several times with water
- dry with materialalso with petroleum ether and dried at 70° C
- custom725 g (82.6% of theory) of the above compound of melting point 142°-143° C. are obtained
Sources & evidence
- ORD record
- ord-ed94ae41352b495ba92f8bf3ddc675ad
- Source dataset
- uspto-grants-1989_07
- Patent number
- US04846881
Linked notes
Loading…