Hydrazine hydrate (1:1) → HCID 20095051, compound

HRID 1770175Notes

Reaction equation

HRID 1770175 reaction equation
[CH2:1]([CH:7]1[CH2:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12]([C:16]3[CH:21]=[CH:20][C:19]([N+:22]([O-])=O)=[CH:18][N:17]=3)[CH:13]=2)[CH2:8]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].O.NN>>[CH2:1]([CH:7]1[CH2:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12]([C:16]3[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][N:17]=3)[CH:13]=2)[CH2:8]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 20095031HCID 20095031, compound

Product 1

HCID 20095051HCID 20095051, compoundYield 77.5%

Procedure

Subsequently, 1.01 g (3.11 mM) of 2-hexyl-5-(5-nitropyridine-2-yl)indan, 0.19 g of activated carbon and 0.02 g ferric chloride hexahydrate were mixed and stirred at room temperature. To the mixture, 0.96 ml of 80%-hydrazine hydrate (density: 1.03) was added dropwise, followed by stirring for 40 minutes at 70°-71.5° C. The resultant insoluble matter was removed by filtration and the filtrate was concentrated under reduced pressure, followed by addition of methanol and cooling in a refrigerator to obtain an insoluble matter. The insoluble matter was recovered by filtration to obtain 0.71 g of 2-hexyl-5-(5-aminopyridine-2-yl)indan (Yield: 77.5%).

Workup

  1. stirringby stirring for 40 minutes at 70°-71.5° C
  2. customThe resultant insoluble matter was removed by filtration
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. additionfollowed by addition of methanol
  5. temperaturecooling in a refrigerator
  6. customto obtain an insoluble matter
  7. filtrationThe insoluble matter was recovered by filtration

Sources & evidence

ORD record
ord-9f719943604946e08bd004aec8e74361
Source dataset
uspto-grants-1995_01
Patent number
US05385692

Reaction notes

Loading…