Ammonium Chloride → 1,3-Thiazole-2-carboximidamide hydrochloride
Reaction equation
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]#[N:7].C[O-].[Na+].[Cl-:11].[NH4+:12]>CO>[ClH:11].[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]([NH2:12])=[NH:7]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirred solution of thiazole-2-carbonitrile (1.5 g, 14 mmol) in 5 mL of dry MeOH was added dropwise a solution of sodium methoxide (0.74 g, 14 mmol) in 10 mL of dry methanol. The reaction mixture was stirred at room temperature until the disappearance of starting material which was checked by LC/MS. After that, ammonium chloride (1.5 g, 28 mmol) was added in one portion and the reaction mixture was stirred overnight. The undissolved material was removed by filtration and the filtrate was concentrated to afford thiazole-2-carboxamidine hydrochloride (Compound A1) as a grey solid which was used directly in the next step without further purification. MS: calc'd 128 (MH+), measured 128 (MH+).
Workup
- stirringthe reaction mixture was stirred overnight
- customThe undissolved material was removed by filtration
- concentrationthe filtrate was concentrated
Sources & evidence
- ORD record
- ord-24aef6e0a5a042c68a0a6ee416267029
- Source dataset
- uspto-grants-2016_09
- Patent number
- US09447086B2
Reaction notes
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