Ammonium Chloride → Pyridazine-3-carboximidamide hydrochloride

HRID 1470302Notes

Reaction equation

HRID 1470302 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]#[N:8])[N:2]=1.C[O-].[Na+].[Cl-:12].[NH4+:13]>CO>[ClH:12].[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7](=[NH:13])[NH2:8])[N:2]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 10942334Sodium MethoxideHCID 13642940Pyridazine-3-carbonitrile

Product 1

HCID 18756080Pyridazine-3-carboximidamide hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of compound 1-c (2.7 g, 25.7 mmol) in MeOH (25 mL) was added sodium methoxide (139 mg, 0.257 mmol). The reaction was stirred at room temperature overnight when ammonium chloride (1.65 g, 30.8 mmol) was added. The reaction was refluxed for 3 h, cooled to room temperature and concentrated to afford the crude product of 1-d (3.8 g, 93%). 1H NMR (300 MHz, DMSO-d6) δ 9.38 (dd, J=1.5, 5.1 Hz, 1H), 8.30 (dd, J=1.5, 8.7 Hz, 1H), 7.92 (dd, J=5.1, 8.4 Hz, 1H). LC-MS: (M+H)+123.

Workup

  1. additionwas added
  2. temperatureThe reaction was refluxed for 3 h
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-1624702bb73643f7bb9cdbb8cbb22e3b
Source dataset
uspto-grants-2015_04
Patent number
US09006433B2

Reaction notes

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