Toluene → HCID 86744094, compound

HRID 2165365Notes

Reaction equation

HRID 2165365 reaction equation
[NH:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1)[NH2:2].[F:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][C:17](=O)[CH3:18])=[CH:12][CH:11]=1.C1(C)C=CC=CC=1>O>[N:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[NH:1][N:2]=[C:17]([CH3:18])[CH2:16][C:13]1[CH:14]=[CH:15][C:10]([F:9])=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 1140TolueneHCID 786452-HydrazinopyridineHCID 521187(4-Fluorophenyl)acetone

Product 1

HCID 86744094HCID 86744094, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a vessel fitted with a condenser under nitrogen, 21.8 g (0.2M) of 2-hydrazinopyridine and 30.4 g (0.2M) of (4-fluorophenyl)acetone are heated at 80°-90° for about 30 to 60 mins. Toluene is then added and the mixture refluxed until all water is azeotropically distilled off. The mixture is then evaporated to dryness yielding crude product of this step as a yellow gum. The gum is distilled under reduced pressure (150°-160° at about 50 microns) to obtain the product of this step (as a yellow gum).

Workup

  1. customIn a vessel fitted with a condenser under nitrogen
  2. distillationis azeotropically distilled off
  3. customThe mixture is then evaporated to dryness
  4. customyielding crude product of this step as a yellow gum
  5. distillationThe gum is distilled under reduced pressure (150°-160° at about 50 microns)
  6. customto obtain the product of this step (as a yellow gum)

Sources & evidence

ORD record
ord-e955a68777d948d095a267b362acc6e0
Source dataset
uspto-grants-1990_07
Patent number
US04939159

Reaction notes

Loading…