Hydrochloric Acid → 1,4-Diazepan-5-one--hydrogen chloride (1/1)

HRID 1437244Notes

Reaction equation

HRID 1437244 reaction equation
[ClH:1].C([N:9]1[CH2:15][CH2:14][C:13](=[O:16])[NH:12][CH2:11][CH2:10]1)C1C=CC=CC=1.[H][H]>C(O)C.CO.[C].[Pd]>[ClH:1].[NH:9]1[CH2:15][CH2:14][C:13](=[O:16])[NH:12][CH2:11][CH2:10]1

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 2397261-benzyl-1,4-diazepan-5-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 230903691,4-Diazepan-5-one--hydrogen chloride (1/1)Yield 96%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

1M HCl in ethanol (7.2 mL) and 10% palladium-carbon (0.34 g) were added to 1-benzylhexahydro-1H-1,4-diazepin-5-one (1.490 g) in methanol (10 mL) at room temperature, and the resultant mixture was stirred in a hydrogen atmosphere for 4 hours. After the reaction atmosphere was purged with nitrogen, insoluble matter was removed by filtration. The solvent of the filtrate was evaporated under reduced pressure, and diethyl ether was added to the residue, and then the precipitated solid was recovered by filtration, to thereby give the title compound (1.045 g, 96%).

Workup

  1. customAfter the reaction atmosphere
  2. customwas purged with nitrogen, insoluble matter
  3. customwas removed by filtration
  4. customThe solvent of the filtrate was evaporated under reduced pressure, and diethyl ether
  5. additionwas added to the residue
  6. filtrationthe precipitated solid was recovered by filtration

Sources & evidence

ORD record
ord-fa7de088fada47f69ce40bd3dfec0682
Source dataset
uspto-grants-2009_11
Patent number
US07622471B2

Reaction notes

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