Hydrazine → HCID 72605303, compound

HRID 324922Notes

Reaction equation

HRID 324922 reaction equation
C1(=O)[N:5]([CH2:6][CH2:7][C:8](=[N:24][OH:25])[C:9]([CH3:23])([CH3:22])[NH:10][CH2:11][CH2:12][O:13][NH:14][C:15]([CH3:21])([CH3:20])[C:16](=[N:18][OH:19])[CH3:17])C(=O)C2=CC=CC=C12.NN>C(Cl)Cl>[NH2:5][CH2:6][CH2:7][C:8](=[N:24][OH:25])[C:9]([CH3:23])([CH3:22])[NH:10][CH2:11][CH2:12][O:13][NH:14][C:15]([CH3:20])([CH3:21])[C:16](=[N:18][OH:19])[CH3:17]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 86583588HCID 86583588, compound

Product 1

HCID 72605303HCID 72605303, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 12-phthalimido-3,3,9,9-tetramethyl-5-oxa4,8-diaza-2,10-dodecane dione dioxime (52a) (2.0 g, 4.6 mmol) in methylene chloride (100 mL) was added hydrazine (0.3 mL, 9.3 mmol) and the reaction mixture was refluxed for 3 h. The white solid formed was filtered and the filter cake was washed with methylene chloride (50 mL). The combined filtrate and the washings were concentrated to give a thick oil which was dried under vacuum to afford a white solid. Yield: 1.2 g (82%). MS: (M+H)+=304.1. This was used in the next step without further purification.

Workup

  1. temperaturethe reaction mixture was refluxed for 3 h
  2. customThe white solid formed
  3. filtrationwas filtered
  4. washthe filter cake was washed with methylene chloride (50 mL)
  5. concentrationThe combined filtrate and the washings were concentrated
  6. customto give a thick oil which
  7. customwas dried under vacuum
  8. customto afford a white solid
  9. customThis was used in the next step without further purification

Sources & evidence

ORD record
ord-08d931bd59cc4540ab8b440f6d91fe47
Source dataset
uspto-grants-2001_04
Patent number
US06221334B1

Reaction notes

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