N'-[4-(1,2,2,6,6-Pentamethyl-piperidin-4-ylcarbamoyl)-phenyl]-hydrazinecarboxylic acid tert-butyl ester → 4-Hydrazino-N-(1,2,2,6,6-pentamethyl-piperidin-4-yl)-benzamide

HRID 1160130Notes

Reaction equation

HRID 1160130 reaction equation
C(OC([NH:8][NH:9][C:10]1[CH:15]=[CH:14][C:13]([C:16](=[O:29])[NH:17][CH:18]2[CH2:23][C:22]([CH3:25])([CH3:24])[N:21]([CH3:26])[C:20]([CH3:28])([CH3:27])[CH2:19]2)=[CH:12][CH:11]=1)=O)(C)(C)C>Cl.O1CCOCC1>[NH:9]([C:10]1[CH:15]=[CH:14][C:13]([C:16]([NH:17][CH:18]2[CH2:19][C:20]([CH3:27])([CH3:28])[N:21]([CH3:26])[C:22]([CH3:25])([CH3:24])[CH2:23]2)=[O:29])=[CH:12][CH:11]=1)[NH2:8]

Participants

4

Reactant 1

HCID 59515583N'-[4-(1,2,2,6,6-Pentamethyl-piperidin-4-ylcarbamoyl)-phenyl]-hydrazinecarboxylic acid tert-butyl ester

Product 1

HCID 595155764-Hydrazino-N-(1,2,2,6,6-pentamethyl-piperidin-4-yl)-benzamide

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

N′-[4-(1,2,2,6,6-Pentamethyl-piperidin-4-ylcarbamoyl)-phenyl]-hydrazinecarboxylic acid tert-butyl ester was dissolved in 4M HCl in dioxane (30 ml) and left to stir for 1-2 hrs. The solution went quickly from a deep orange colour to a bright orange colour. After 1 hr reaction time, the solvent was removed under vacuum to reveal an orange oil that under a vacuum for several minutes crystalised out to give orange crystals in a sticky orange oil.

Workup

  1. waitleft
  2. customAfter 1 hr reaction time
  3. customthe solvent was removed under vacuum
  4. customfor several minutes
  5. customcrystalised out
  6. customto give orange crystals in a sticky orange oil

Sources & evidence

ORD record
ord-6fbe0f581d5247159c3cfc6a2673d7da
Source dataset
uspto-grants-2010_10
Patent number
US07816361B2

Reaction notes

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