Water → HCID 22169696, compound

HRID 1822680Notes

Reaction equation

HRID 1822680 reaction equation
Cl[C:2]1[N:3]=[N:4][CH:5]=[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.[NH2:23][NH2:24].O>N1C=CC=CC=1>[Cl:14][C:11]1[CH:12]=[CH:13][C:8]([C:7]2[C:6]([C:15]3[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=3)=[CH:5][N:4]=[N:3][C:2]=2[NH:23][NH2:24])=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 22169697HCID 22169697, compound

Product 1

HCID 22169696HCID 22169696, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

3-Chloro-4,5-bis(4-chlorophenyl)pyridazine (10.0 g, 30.0 mmol) was dissolved in pyridine (30 mL) and hydrazine mono-hydrate was added (4.5 g, 90.0 mmol). The reaction mixture was refluxed for 3 h and was then added to water (100 mL). The pale colored solid was collected by filtration and rinsed thoroughly with water. The product was dried in a vacuum oven to give the title compound, 1-(4,5-bis(4-chlorophenyl)pyridazin-3-yl)hydrazine (9.5 g, 96%). MS: M+H=331. 1H NMR (DMSO-d6, 500 MHz): δ 8.59(1H, s), 8.56 (1H, br), 7.40 (2H, d, J=10 Hz), 7.35 (2H, d, J=10.0 Hz), 7.14–7.16 (4H, m).

Workup

  1. temperatureThe reaction mixture was refluxed for 3 h
  2. filtrationThe pale colored solid was collected by filtration
  3. washrinsed thoroughly with water
  4. customThe product was dried in a vacuum oven

Sources & evidence

ORD record
ord-688f3843d8234914a3f91cc9e3f61960
Source dataset
uspto-grants-2006_05
Patent number
US07037910B2

Reaction notes

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