3,6-Dichloropyridazine → HCID 19095581, compound

HRID 359433Notes

Reaction equation

HRID 359433 reaction equation
[NH:1]1[CH2:7][CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[Cl:8][C:9]1[N:10]=[N:11][C:12](Cl)=[CH:13][CH:14]=1>CC1C=CC=CC=1>[ClH:8].[Cl:8][C:9]1[N:10]=[N:11][C:12]([N:1]2[CH2:7][CH2:6][CH2:5][NH:4][CH2:3][CH2:2]2)=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 673313,6-DichloropyridazineHCID 68163Hexahydro-1,4-diazepine

Product 1

HCID 19095581HCID 19095581, compoundYield 22%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a stirred solution of 300 parts of hexahydro-1H-1,4-diazepine in 900 parts of methylbenzene Were added 75 parts of 3,6-dichloropyridazine. The whole was stirred and refluxed for 4 hours. The reaction mixture was evaporated. Water was added to the residue. The product was extracted with trichloromethane. The extract was dried, filtered and evaporated. The residue was converted into the hydrochloride salt in 2-propanol and ethanol. The salt was filtered off and dried, yielding 28 parts (22%) of 1-(6-chloro-3-pyridazinyl)-hexahydro-1H-1,4-diazepine monohydrochloride (compound 215).

Workup

  1. temperaturerefluxed for 4 hours
  2. customThe reaction mixture was evaporated
  3. additionWater was added to the residue
  4. extractionThe product was extracted with trichloromethane
  5. customThe extract was dried
  6. filtrationfiltered
  7. customevaporated
  8. filtrationThe salt was filtered off
  9. customdried

Sources & evidence

ORD record
ord-2a3074efcf904d25950cb104bb9be67e
Source dataset
uspto-grants-1991_03
Patent number
US05001125

Reaction notes

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