Ammonium Chloride → 4-Methoxybenzamidine Hydrochloride
Reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][CH:4]=1.C[O-].[Na+].[Cl-:14].[NH4+:15]>CO>[ClH:14].[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]([NH2:15])=[NH:8])=[CH:5][CH:4]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 4-methoxybenzonitrile (10.0 g) in methanol (75 ml) was added sodium methoxide (0.41 g) and the reaction was stirred at room temperature for 5 days. Ammonium chloride (4.6 g) was added and the reaction was stirred overnight. The reaction was filtered and the filtrate concentrated to an oil. After the addition of ether the off-white precipitate was collected and dried to yield the title compound (3.77 g). Electrospray MS m/z 151 [M+H]+.
Workup
- stirringthe reaction was stirred overnight
- filtrationThe reaction was filtered
- concentrationthe filtrate concentrated to an oil
- additionAfter the addition of ether the off-white precipitate
- customwas collected
- customdried
Sources & evidence
- ORD record
- ord-aa1cfbf27b25427b87f0bd5f227295ac
- Source dataset
- uspto-grants-2001_04
- Patent number
- US06218538B1
Reaction notes
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