Dimethylamine → 5-[4-(Dimethylamino)benzoyl]-4-methyl-1,3-thiazol-2(3H)-one
Reaction equation
[CH3:1][NH:2][CH3:3].F[C:5]1[CH:19]=[CH:18][C:8]([C:9]([C:11]2[S:15][C:14](=[O:16])[NH:13][C:12]=2[CH3:17])=[O:10])=[CH:7][CH:6]=1>C(O)C>[CH3:1][N:2]([CH3:3])[C:5]1[CH:19]=[CH:18][C:8]([C:9]([C:11]2[S:15][C:14](=[O:16])[NH:13][C:12]=2[CH3:17])=[O:10])=[CH:7][CH:6]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 120 °C
Procedure
Dimethylamine (100 ml of 40% solution) was added to a solution of 5-(4-fluorobenzoyl)-4-methyl-2(3H)-thiazolone. (4.7 g) in ethanol (200 ml). The mixture as stirred in a sealed stainless steel vessel at 120° C. for 16 hours. After cooling to ambient temperature the solvent and excess dimethylamine was evaporated. The residue was recrystallized twice from ethanol to give the title compound mp. 224°-226° C.
Workup
- customwas evaporated
- customThe residue was recrystallized twice from ethanol
Sources & evidence
- ORD record
- ord-d2e564b7e502421d8c928f1c6354c9fa
- Source dataset
- uspto-grants-1990_05
- Patent number
- US04927939
Reaction notes
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