Hydrazine hydrate (1:1) → HCID 66794687, compound

HRID 868777Notes

Reaction equation

HRID 868777 reaction equation
[CH2:1]([CH:3]([CH2:27][CH2:28][CH2:29][CH3:30])[CH2:4][O:5][C:6]1[CH:11]=[C:10]([N+:12]([O-])=O)[C:9]([N+:15]([O-])=O)=[CH:8][C:7]=1[O:18][CH2:19][CH:20]([CH2:25][CH3:26])[CH2:21][CH2:22][CH2:23][CH3:24])[CH3:2].O.NN>[Pd].C(O)C>[CH2:25]([CH:20]([CH2:21][CH2:22][CH2:23][CH3:24])[CH2:19][O:18][C:7]1[CH:8]=[C:9]([NH2:15])[C:10]([NH2:12])=[CH:11][C:6]=1[O:5][CH2:4][CH:3]([CH2:1][CH3:2])[CH2:27][CH2:28][CH2:29][CH3:30])[CH3:26]

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 714208901,2-Bis[(2-ethylhexyl)oxy]-4,5-dinitrobenzene

Product 1

HCID 66794687HCID 66794687, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A 250 mL 3-neck round bottom flask fitted with a condenser is charged with 1,2-bis((2-ethylhexyl)oxy)-4,5-dinitrobenzene (8.9 g, 0.021 mol), hydrazine monohydrate (11.6 g, 0.231 mol), Pd/C (0.27 g), and ethanol (100 mL). The mixture is warmed to reflux under nitrogen overnight. The mixture is filtered while hot under a nitrogen blanket. A solid is precipitated out upon cooling, washed with methanol and dried overnight under vacuum to yield the product as a white solid.

Workup

  1. customA 250 mL 3-neck round bottom flask fitted with a condenser
  2. temperatureThe mixture is warmed
  3. temperatureto reflux under nitrogen overnight
  4. filtrationThe mixture is filtered while hot under a nitrogen blanket
  5. customA solid is precipitated out
  6. temperatureupon cooling
  7. washwashed with methanol
  8. customdried overnight under vacuum

Sources & evidence

ORD record
ord-f11756a4981b49de9f72b0641e8e7f9d
Source dataset
uspto-grants-2015_03
Patent number
US08968885B2

Reaction notes

Loading…