Ammonium Chloride → Pyridazine-3-carboximidamide hydrochloride

HRID 1525308Notes

Reaction equation

HRID 1525308 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 Pyridazine-3-carbonitrile, 30-ic, (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, 30-id, (4.2 g, crude). 1H NMR (300 MHz, DMSO-d6) δ9.38 (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-4de3f86d4acb4d2e8e4997ab5955b694
Source dataset
uspto-grants-2015_07
Patent number
US09079930B2

Reaction notes

Loading…