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Ethanol → HCID 19006062, compound

HRID 1742828
Notes
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Reaction equation

HRID 1742828 reaction equation
C(O)C.[Cl:4][C:5]1[CH:6]=[C:7]([CH:23]=[CH:24][C:25]=1[Cl:26])[CH:8]=[N:9][C:10]1[CH:15]=[CH:14][C:13]([CH:16]2[S:20][C:19](=[O:21])[NH:18][C:17]2=[O:22])=[CH:12][CH:11]=1.[BH4-].[Na+]>O>[Cl:4][C:5]1[CH:6]=[C:7]([CH:23]=[CH:24][C:25]=1[Cl:26])[CH2:8][NH:9][C:10]1[CH:11]=[CH:12][C:13]([CH:16]2[S:20][C:19](=[O:21])[NH:18][C:17]2=[O:22])=[CH:14][CH:15]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 702EthanolHCID 4311764Sodium borohydrideHCID 190060585-(4-(3,4-Dichlorobenzylideneamino)phenyl)thiazolidine-2,4-dione

Product 1

HCID 19006062HCID 19006062, compoundYield 49.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

Into 40 ml of ethanol were suspended 0.40 g of 5-(4-(3,4-dichlorobenzylideneamino) phenyl)thiazolidine-2,4-dione, and, after added 0.24 g of sodium borohydride, the suspension was stirred for 2 hours at 50° C. The reaction mixture was poured into 200 ml of water, which was extracted with ethyl acetate. The organic layer was washed with water and dried. Then, solvent was distilled off. The residue was recrystallized from iso-propanol to obtain 0.20 g of title compound.

Workup

  1. extractionwas extracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. customdried
  4. distillationThen, solvent was distilled off
  5. customThe residue was recrystallized from iso-propanol

Sources & evidence

ORD record
ord-652100fb904b4705832a4c5c9042a12d
Source dataset
uspto-grants-1994_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05342850

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes