Ethanol → HCID 178472614, compound

HRID 1106491Notes

Reaction equation

HRID 1106491 reaction equation
C(O)C.Cl.[NH2:5][OH:6].[C:7]([C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:20][CH2:19][N:18]([CH:21]3[CH2:26][CH2:25][N:24]([CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29])[CH2:23][CH2:22]3)[CH2:17][C:16]2=[O:33])=[CH:11][CH:10]=1)#[N:8]>C(N(CC)CC)C>[OH:6][NH:5][C:7]([C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:20][CH2:19][N:18]([CH:21]3[CH2:22][CH2:23][N:24]([CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29])[CH2:25][CH2:26]3)[CH2:17][C:16]2=[O:33])=[CH:11][CH:10]=1)=[NH:8]

Participants

5

Reactant 3

HCID 702EthanolHCID 443297Hydroxyamine hydrochlorideHCID 54093564HCID 54093564, compound

Product 1

HCID 178472614HCID 178472614, compoundYield 69.5%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Ethanol (38 ml), 0.90 g of Hydroxylamine hydrochloride, and 1.64 g of triethylamine were added to 3.0 g of ethyl 4-[4-(4-cyanophenyl)-3-oxo-1-piperazinyl]-1-piperidineacetate, and the mixture was heated under reflux for 3 hours. The crystals formed were collected by filtration at the temperature of about 30° C, and recrystallized from chloroform-ethanol to give 2.27 g of ethyl 4-[4-(4-hydroxyamidinophenyl)-3-oxo-1-piperazinyl]-1-piperidineacetate

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3 hours
  3. customThe crystals formed
  4. filtrationwere collected by filtration at the temperature of about 30° C
  5. customrecrystallized from chloroform-ethanol

Sources & evidence

ORD record
ord-613b9e16e9be4ff8a694fba6107d6a4f
Source dataset
uspto-grants-2000_05
Patent number
US06057324

Reaction notes

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