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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

HRID 1947187
Notes
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Reaction equation

HRID 1947187 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]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 598298694-(1-Benzyl-piperidin-4-yl)-1-(5-isopropyl-2,4-bismethoxymethoxy-benzoyl) thiosemicarbazide

Product 1

HCID 692744654-(1-Benzyl-piperidin-4-yl)-5-(5-isopropyl-2,4-bis-methoxymethoxy-phenyl)-2,4-dihydro-[1,2,4]triazol-3-one

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

  1. temperatureheated
  2. temperatureunder reflux for 3 hours
  3. customthe reaction
  4. extractionthe reaction mixture was extracted with methylene chloride
  5. dry with materialthe extract was dried over anhydrous sodium sulfate
  6. filtrationAfter filtration and evaporation
  7. customthe residue thus obtained
  8. customwas subjected to the next reaction without further purification

Sources & evidence

ORD record
ord-1a9fa2fd9382458bb9b1d0b577c386c3
Source dataset
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08399464B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes