Sodium Hydroxide → 4-(1-Benzyl-piperidin-4-yl)-5-(5-isopropyl-2,4-bis-methoxymethoxy-phenyl)-2,4-dihydro-[1,2,4]triazol-3-one
Reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15](=S)[NH:16][NH:17][C:18](=O)[C:19]2[CH:24]=[C:23]([CH:25]([CH3:27])[CH3:26])[C:22]([O:28][CH2:29][O:30][CH3:31])=[CH:21][C:20]=2[O:32][CH2:33][O:34][CH3:35])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-:38].[Na+]>>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:18]([C:19]3[CH:24]=[C:23]([CH:25]([CH3:27])[CH3:26])[C:22]([O:28][CH2:29][O:30][CH3:31])=[CH:21][C:20]=3[O:32][CH2:33][O:34][CH3:35])=[N:17][NH:16][C:15]2=[O:38])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Participants
3
Procedure
4-(1-benzyl-piperidin-4-yl)-1-(5-isopropyl-2,4-bismethoxymethoxy-benzoyl)thiosemicarbazide (the crude product F66-02 of the previous step) and 5% aqueous sodium hydroxide were placed in a 10 mL eggplant shaped flask and heated under reflux for 3 hours. After completing the reaction, the reaction mixture was extracted with methylene chloride, and the extract was dried over anhydrous sodium sulfate. After filtration and evaporation, the residue thus obtained was subjected to the next reaction without further purification.
Workup
- temperatureheated
- temperatureunder reflux for 3 hours
- customthe reaction
- extractionthe reaction mixture was extracted with methylene chloride
- dry with materialthe extract was dried over anhydrous sodium sulfate
- filtrationAfter filtration and evaporation
- customthe residue thus obtained
- customwas subjected to the next reaction without further purification
Sources & evidence
- ORD record
- ord-1a9fa2fd9382458bb9b1d0b577c386c3
- Source dataset
- uspto-grants-2013_03
- Patent number
- US08399464B2
Reaction notes
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