Hydrazine → HCID 12433675, compound

HRID 1648157Notes

Reaction equation

HRID 1648157 reaction equation
[N:1]1[C:13]2[C:12](=O)[C:11]3[C:6](=[N:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.NN>C(O)COCCO>[N:1]1[C:13]2[CH2:12][C:11]3[C:6](=[N:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 12394152HCID 12394152, compound

Product 1

HCID 12433675HCID 12433675, compoundYield 72.1%

Reagents, catalysts & solvents 1

HCID 8117Diethylene GlycolSolvent

Procedure

Following the procedure described in Example 608, Part C, 6.0 g (33 mmole) of 1,5-diazafluoren-9-one and 11.8 g (0.37 mole) of hydrazine were combined with 100 ml of diethyleneglycol and heated rapidly to 200°. The reaction was kept at this temperature for 30 minutes, then for 3 hours at 180°. Following the described workup, the crude yield was 4.69 g, m.p. 85°. Recrystallization from cyclohexane yields 4.0 g, m.p. 99°-100° of pure 1,5-diazafluorene.

Workup

  1. temperatureheated rapidly to 200°
  2. waitfor 3 hours at 180°
  3. customRecrystallization from cyclohexane

Sources & evidence

ORD record
ord-3310c44ff95a44568136e7590c4befa0
Source dataset
uspto-grants-1995_07
Patent number
US05434264

Reaction notes

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