Hydrazine hydrate (1:1) → HCID 57461146, compound

HRID 2066841Notes

Reaction equation

HRID 2066841 reaction equation
O=C1C2C(=CC=CC=2)C(=O)[N:3]1[O:12][CH:13]1[CH2:18][CH2:17][N:16]([C:19]([O:21][CH:22]([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:14]1.O.NN>C(Cl)Cl>[NH2:3][O:12][CH:13]1[CH2:14][CH2:15][N:16]([C:19]([O:21][CH:22]([CH3:24])[CH3:23])=[O:20])[CH2:17][CH2:18]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 57461145HCID 57461145, compound

Product 1

HCID 57461146HCID 57461146, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Compound 2a (3.31 g, 10 mmol) was dissolved in DCM (21 mL) and treated with hydrazine hydrate (1.52 mL, 31 mmol). After stirring for 3 h, the mixture was chilled in an ice-bath and filtered. The precipitate was washed with a minimal volume of DCM and the resulting filtrate was concentrated under vacuum to afford 1.27 g (63%) of 2b as a colorless oil; LC-MS 203.1 (MH+).

Workup

  1. temperaturethe mixture was chilled in an ice-bath
  2. filtrationfiltered
  3. washThe precipitate was washed with a minimal volume of DCM
  4. concentrationthe resulting filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-76c0209937964b748c28ab166dffa5f9
Source dataset
uspto-grants-2012_10
Patent number
US08293729B2

Reaction notes

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