Hydrazine → HCID 21279650, compound

HRID 2291259Notes

Reaction equation

HRID 2291259 reaction equation
[N+:1]([C:4]1[CH:22]=[C:21]([C:23]([CH3:26])([CH3:25])[CH3:24])[CH:20]=[CH:19][C:5]=1[O:6][CH2:7][CH2:8][O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N+:16]([O-])=O)([O-])=O.NN>C(O)C.[Pd]>[NH2:1][C:4]1[CH:22]=[C:21]([C:23]([CH3:26])([CH3:25])[CH3:24])[CH:20]=[CH:19][C:5]=1[O:6][CH2:7][CH2:8][O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[NH2:16]

Participants

5

Reactant 2

HCID 9321HydrazineHCID 21279649HCID 21279649, compound

Product 1

HCID 21279650HCID 21279650, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

The compound prepared in Step A (6.1 g, 17 mmole) was suspended in 100 ml of absolute ethanol with 0.20 g of 10% Pd/C and the mixture was heated to reflux. Hydrazine (5 ml) was added and the resulting solution was refluxed for 30 minutes. The solution was filtered while hot through celite, then cooled to 0° C. The resulting white precipitate was collected and dried to give 4.7 g of the desired product (92%), m.p. 147.5°-150.5° C.

Workup

  1. temperaturethe mixture was heated to reflux
  2. temperaturethe resulting solution was refluxed for 30 minutes
  3. filtrationThe solution was filtered while hot through celite
  4. customThe resulting white precipitate was collected
  5. customdried

Sources & evidence

ORD record
ord-082634a0863d476fb193ac5bb9de0973
Source dataset
uspto-grants-1989_01
Patent number
US04795712

Reaction notes

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