Pyridine → HCID 178485028, compound

HRID 1906733Notes

Reaction equation

HRID 1906733 reaction equation
[C:1]([N:3](C)[C:4](=[NH:12])OC1C=CC=CC=1)#[N:2].[NH2:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2[CH:22]([CH3:28])[CH2:23][C:24](=[O:27])[NH:25][N:26]=2)=[CH:17][CH:16]=1.N1C=CC=C[CH:30]=1>>[CH3:30][NH:12][C:4](=[N:3][C:1]#[N:2])[NH:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2[CH:22]([CH3:28])[CH2:23][C:24](=[O:27])[NH:25][N:26]=2)=[CH:17][CH:16]=1

Participants

4

Reactant 3

HCID 1049PyridineHCID 161928Ici 109,081HCID 12295279HCID 12295279, compound

Product 1

HCID 178485028HCID 178485028, compound

Procedure

To a solution of N-cyano-N1 -methyl-O-phenylisourea (0.175 g) in anhydrous pyridine (3 ml) was added 6-(4-aminophenyl)-5-methyl-4,5-dihydro-3(2H)-pyridazinone (0.2 g). The mixture was stirred at room temperature for 3 hours, stirred under reflux for 4 hours and allowed to cool overnight. This mixture was evaporated under reduced pressure to give a solid which was triturated with diethyl ether to remove phenol. Thin layer chromatography indicated the presence of unreacted starting-material and the title compound.

Workup

  1. stirringstirred
  2. temperatureunder reflux for 4 hours
  3. temperatureto cool overnight
  4. customThis mixture was evaporated under reduced pressure
  5. customto give a solid which
  6. customwas triturated with diethyl ether
  7. customto remove phenol

Sources & evidence

ORD record
ord-4890a8b411b3493abd3b50f131b6a305
Source dataset
uspto-grants-1987_03
Patent number
US04654342

Reaction notes

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