Pyridine → HCID 19760658, compound

HRID 249217Notes

Reaction equation

HRID 249217 reaction equation
[C:1]([NH:9][NH2:10])(=[O:8])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[CH2:11]([C:19]1[CH:31]=[C:30]2[C:22]([C:23]3[CH:24]=[CH:25][C:26]([C:32](Cl)=[O:33])=[CH:27][C:28]=3[CH2:29]2)=[CH:21][CH:20]=1)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].N1C=CC=CC=1>O1CCOCC1>[C:1]([NH:9][NH:10][C:32]([C:26]1[CH:25]=[CH:24][C:23]2[C:22]3[C:30](=[CH:31][C:19]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[CH:20][CH:21]=3)[CH2:29][C:28]=2[CH:27]=1)=[O:33])(=[O:8])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

5

Reactant 3

HCID 1049PyridineHCID 240032heptanohydrazideHCID 197606657-Octyl-2-fluorenecarbonyl chloride

Product 1

HCID 19760658HCID 19760658, compoundYield 69.8%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

Then, in a 50 ml-three-necked flask, 0.32 g (2.22 mM) of heptanohydrazide and 15 ml of dioxane were placed. To the mixture, a solution of the above-prepared 7-octyl-2-fluorenecarbonyl chloride in 5 ml of dioxane was added, followed by addition of 0.84 ml of pyridine at about 85° C. under stirring and further stirring for 30 minutes at 85°-88° C. After the reaction, the reaction mixture was cooled and poured into 200 ml of ice water to precipitate a crystal. The crystal was recrystallized from a mixture solvent of toluene-acetone to obtain 0.68 g of N-heptanoyl-N'-(7-octyl-2-fluorenecarbonyl) hydrazine (Yield: 69.8%).

Workup

  1. stirringfurther stirring for 30 minutes at 85°-88° C
  2. customAfter the reaction
  3. temperaturethe reaction mixture was cooled
  4. customto precipitate a crystal
  5. customThe crystal was recrystallized from a mixture solvent of toluene-acetone

Sources & evidence

ORD record
ord-074674d285564107b76fd54162c85127
Source dataset
uspto-grants-1993_05
Patent number
US05213709

Reaction notes

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