Formic Acid → HCID 21873457, compound

HRID 723365Notes

Reaction equation

HRID 723365 reaction equation
C(O)=[O:2].[CH:4](=[N:11][N:12]([C:28]1[CH:33]=[CH:32][C:31]([O:34][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)=[CH:30][CH:29]=1)[C:13]([NH:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH2:23][CH2:24][N:25]([CH3:27])[CH3:26])=[CH:18][CH:17]=1)=[O:14])C1C=CC=CC=1>O1CCCC1.C(O)C.[OH-].[Pd+2].[OH-]>[CH:4]([NH:11][N:12]([C:28]1[CH:33]=[CH:32][C:31]([O:34][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)=[CH:30][CH:29]=1)[C:13]([NH:15][C:16]1[CH:17]=[CH:18][C:19]([O:22][CH2:23][CH2:24][N:25]([CH3:27])[CH3:26])=[CH:20][CH:21]=1)=[O:14])=[O:2]

Participants

5

Reactant 2

HCID 284Formic AcidHCID 67136103HCID 67136103, compound

Product 1

HCID 21873457HCID 21873457, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 21873804Tetrahydrofuran ethanolSolvent

Procedure

Palladium(II) hydroxide (60 mg) and formic acid (4.6 g) were added to a solution of 1-benzylidene-2-(4-phenoxyphenyl)-4-[4-(2-dimethylamino-ethoxy)phenyl]semicarbazide (600 mg) in tetrahydrofuran/ethanol (1:1, 30 mL). The mixture was heated under reflux for five hours and then filtered. The filtrate was concentrated and the residue was purified by HPLC. The product with the molecular weight of 434.50 (C24H26N4O4); MS (ESI): 435 ([M+H]+), was obtained in this way.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for five hours
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated
  5. customthe residue was purified by HPLC
  6. customMS (ESI): 435 ([M+H]+), was obtained in this way

Sources & evidence

ORD record
ord-dc3a41f1913743fb9ad245dd95621f3d
Source dataset
uspto-grants-2006_11
Patent number
US07141561B2

Reaction notes

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