Ethanol → HCID 67425070, compound

HRID 657708Notes

Reaction equation

HRID 657708 reaction equation
C(O)C.[NH2:4][C:5]([NH2:28])=[N:6][C:7]([C:9]1[CH:21]=[CH:20][C:19]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([N+:22]([O-])=O)[CH:17]=3)[N:12]([CH:25]([CH3:27])[CH3:26])[C:11]=2[CH:10]=1)=[O:8]>[C].[Pd].C1COCC1>[NH2:22][C:16]1[CH:17]=[C:18]2[C:13](=[CH:14][CH:15]=1)[N:12]([CH:25]([CH3:27])[CH3:26])[C:11]1[CH:10]=[C:9]([C:7]([N:6]=[C:5]([NH2:4])[NH2:28])=[O:8])[CH:21]=[CH:20][C:19]2=1

Participants

5

Reactant 2

HCID 702EthanolHCID 67425142HCID 67425142, compound

Product 1

HCID 67425070HCID 67425070, compoundYield 132.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A 20 mg portion of 10% palladium-carbon was added to an ethanol 5 ml-THF 3 ml solution of 106 mg N-(diaminomethylene)-9-isopropyl-6-nitro-9H-carbazole-2-carboxamide, followed by stirring at room temperature for 4 hours under an atmosphere of hydrogen gas. After carrying out Celite filtration, the solvent was evaporated to obtain 128 mg of 6-amino-N-(diaminomethylene)-9-isopropyl-9H-carbazole-2-carboxamide.

Workup

  1. filtrationCelite filtration
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-3cc3f294d5e8422eb8e474b56e80c695
Source dataset
uspto-grants-2011_12
Patent number
US08076348B2

Reaction notes

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