2-Aminothiazole → Thiourea, N-ethyl-N'-2-thiazolyl-
Reaction equation
[CH2:1]([N:3]=[C:4]=[S:5])[CH3:2].[NH2:6][C:7]1[S:8][CH:9]=[CH:10][N:11]=1.C(OCC)(=O)C>CN(C)C=O>[CH2:1]([NH:3][C:4]([NH:6][C:7]1[S:8][CH:9]=[CH:10][N:11]=1)=[S:5])[CH3:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of ethyl isothiocyanate (1.74 g, 20 mmol) and 2-aminothiazole (2.0 g, 20 mmol) in N,N-dimethylformamide (50 mL) was heated at 100° C. for 23 h. The reaction was cooled to room temperature, poured into ethyl acetate, washed with water, 1N aqueous HCl, water, saturated sodium bicarbonate, and brine. The organic layer was concentrated and the residue recrystallized twice from ethyl acetate to provide 0.48 g (13%) of the title product:
Workup
- washwashed with water, 1N aqueous HCl, water, saturated sodium bicarbonate, and brine
- concentrationThe organic layer was concentrated
- customthe residue recrystallized twice from ethyl acetate
Sources & evidence
- ORD record
- ord-4fd4789e1ea449ba8f4f1e20a0781ce4
- Source dataset
- uspto-grants-1997_08
- Patent number
- US05658907
Reaction notes
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