Ammonium Chloride → 1,3-Thiazole-2-carboximidamide hydrochloride

HRID 63670Notes

Reaction equation

HRID 63670 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

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

  1. stirringthe reaction mixture was stirred overnight
  2. customThe undissolved material was removed by filtration
  3. 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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