Ammonium Chloride → Pyridazine-3-carboximidamide

HRID 2234159Notes

Reaction equation

HRID 2234159 reaction equation
[Na].[N:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]#[N:9])[N:3]=1.[Cl-].[NH4+:11]>CO>[N:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([NH2:11])=[NH:9])[N:3]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 5360545SodiumHCID 13642940Pyridazine-3-carbonitrile

Product 1

HCID 18756081Pyridazine-3-carboximidamideYield 85.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
35 °C

Procedure

A solution of 1.60 g (0.068 mol) of sodium in 300 ml of anhydrous methanol was treated with a solution of 53.5 g (0.510 mol) of pyridazine-3-carbonitrile in 100 ml of methanol and the mixture was stirred for 8 hours at 35° C. Then, 29 g of ammonium chloride were added and the mixture was refluxed for approximately 14 hours. The hot mixture was filtered and the solid was discarded. 53.3 g of the title compound were obtained from the cold mother liquor by means of filtration.

Workup

  1. temperaturethe mixture was refluxed for approximately 14 hours
  2. filtrationThe hot mixture was filtered

Sources & evidence

ORD record
ord-c09d9eed13bb4b92ae01b82d207db993
Source dataset
uspto-grants-2010_05
Patent number
US07709637B2

Reaction notes

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