Sodium Hydroxide → HCID 67341299, compound

HRID 402751Notes

Reaction equation

HRID 402751 reaction equation
[CH2:1]([O:8][C:9]1[CH:30]=[C:29]([O:31][CH2:32][O:33][CH2:34][CH3:35])[C:28]([CH:36]([CH3:38])[CH3:37])=[CH:27][C:10]=1/[CH:11]=[N:12]/[NH:13][C:14]([NH:16][C:17]1[CH:18]=[C:19]2[C:23](=[CH:24][CH:25]=1)[N:22]([CH3:26])[CH:21]=[CH:20]2)=[O:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C>[CH2:1]([O:8][C:9]1[CH:30]=[C:29]([O:31][CH2:32][O:33][CH2:34][CH3:35])[C:28]([CH:36]([CH3:37])[CH3:38])=[CH:27][C:10]=1[C:11]1[N:16]([C:17]2[CH:18]=[C:19]3[C:23](=[CH:24][CH:25]=2)[N:22]([CH3:26])[CH:21]=[CH:20]3)[C:14](=[O:15])[NH:13][N:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 583852461-[(E)-[4-(ethoxymethoxy)-2-phenylmethoxy-5-propan-2-ylphenyl]methylideneamino]-3-(1-methylindol-5-yl)urea

Product 1

HCID 67341299HCID 67341299, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred suspension of (E)-2-(2-(benzyloxy)-4-(ethoxymethoxy)-5-isopropylbenzylidene)-N-(1-methyl-1H-indol-5-yl)hydrazinecarboxamide in ethanol was added NaOH and stirred. To the resultant mixture, was added K3Fe(CN)6 at once and the resultant mixture was stirred at reflux temperature till the reaction is complete, checked by TLC. The mixture was cooled and the inorganics were filtered off. The residues were thoroughly washed with EtOH and filtrates were collected. The combined filtrates were concentrated and crude mixture was washed with water and extracted with EtOAc. Drying and concentration produced brown solid, which was filtered and washed with ether. The crude was carried out to the next reaction without further purification.

Workup

  1. stirringwas stirred
  2. temperatureat reflux temperature till the reaction
  3. temperatureThe mixture was cooled
  4. filtrationthe inorganics were filtered off
  5. washThe residues were thoroughly washed with EtOH and filtrates
  6. customwere collected
  7. concentrationThe combined filtrates were concentrated
  8. washcrude mixture was washed with water
  9. extractionextracted with EtOAc
  10. customDrying
  11. concentrationconcentration
  12. customproduced brown solid, which
  13. filtrationwas filtered
  14. washwashed with ether
  15. customThe crude was carried out to the next reaction without further purification

Sources & evidence

ORD record
ord-d7f7e9a423fa4e21a3827c29e4a244a3
Source dataset
uspto-grants-2014_06
Patent number
US08742133B2

Reaction notes

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