Hydrazine hydrate (1:1) → HCID 57977997, compound

HRID 1865838Notes

Reaction equation

HRID 1865838 reaction equation
[Cl:1][C:2]1[N:3]=[N:4][C:5](Cl)=[C:6]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)[C:7]=1[C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1.O.[NH2:24][NH2:25]>N1C=CC=CC=1>[Cl:1][C:2]1[N:3]=[N:4][C:5]([NH:24][NH2:25])=[C:6]([C:15]2[CH:16]=[CH:17][C:18]([Cl:21])=[CH:19][CH:20]=2)[C:7]=1[C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 57977975HCID 57977975, compound

Product 1

HCID 57977997HCID 57977997, compoundYield 99.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
120 °C

Procedure

To a round bottom flask was added 3,6-dichloro-4,5-bis(4-chlorophenyl)pyridazine (1.55 gm, 4.201 mmol), pyridine(10 ml) and hydrazine hydrate (617 mg, 12.602 mmol). The reaction was stirred at 120° C. for 4 hrs. After this time, the reaction mixture was concentrated to near dryness. To the resulting residue was added water (50 ml) and a solid formed. The solid was collected by filtration to give product -chloro-4,5-bis(4-chlorophenyl)-6-hydrazinylpyridazine as a beige solid (1.53 gm, 99% yield). HPLC retention time (method A) 2.740 min; LCMS (M+H)=365.1.

Workup

  1. concentrationAfter this time, the reaction mixture was concentrated
  2. additionTo the resulting residue was added water (50 ml)
  3. customa solid formed
  4. filtrationThe solid was collected by filtration

Sources & evidence

ORD record
ord-8f7f94d4c1eb4c09b4f80bc391fbd1b7
Source dataset
uspto-grants-2009_12
Patent number
US07629342B2

Reaction notes

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