(4-methoxybenzyl)hydrazine → 3-(4-Methoxy-benzyl)-3,4-diaza-bicyclo[4.1.0]heptan-2,5-dione

HRID 1619989Notes

Reaction equation

HRID 1619989 reaction equation
[CH:1]12[C:7](=[O:8])[O:6][C:4](=O)[CH:2]1[CH2:3]2.[CH3:9][O:10][C:11]1[CH:19]=[CH:18][C:14]([CH2:15][NH:16][NH2:17])=[CH:13][CH:12]=1>C(#N)C>[CH3:9][O:10][C:11]1[CH:19]=[CH:18][C:14]([CH2:15][N:16]2[NH:17][C:4](=[O:6])[CH:2]3[CH:1]([CH2:3]3)[C:7]2=[O:8])=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 16194(4-methoxybenzyl)hydrazineHCID 27347213-Oxabicyclo(3.1.0)hexane-2,4-dione

Product 1

HCID 107768063-(4-Methoxy-benzyl)-3,4-diaza-bicyclo[4.1.0]heptan-2,5-dione

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

1.0 g (8.92 mmol) 1,2-cyclopropanedicarboxylic acid anhydride is dissolved in 5 ml acetonitrile, 1.5 g (9.86 mmol) 4-methoxy-benzyl-hydrazine dissolved in 5 ml acetonitrile are added dropwise and the mixture is refluxed overnight. During cooling to RT a precipitate is formed, which is filtered off, washed with acetonitrile and dried in the vacuum dryer at 50° C.

Workup

  1. additionare added dropwise
  2. temperaturethe mixture is refluxed overnight
  3. customis formed
  4. filtrationwhich is filtered off
  5. washwashed with acetonitrile
  6. customdried in the vacuum dryer at 50° C.

Sources & evidence

ORD record
ord-579cbca122da45d592157a85c31868ed
Source dataset
uspto-grants-2014_07
Patent number
US08772323B2

Reaction notes

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