Toluene → (2-((Dimethylamino)methyl)thiazol-4-yl)methanol
Reaction equation
O[C:2]1([CH2:11]Cl)[CH2:6][S:5][C:4]([CH2:7][N:8]([CH3:10])[CH3:9])=[N:3]1.C1(C)C=CC=CC=1.[OH-:20].[K+]>O>[CH3:9][N:8]([CH2:7][C:4]1[S:5][CH:6]=[C:2]([CH2:11][OH:20])[N:3]=1)[CH3:10]Participants
5
Procedure
To a 100 ml, three-necked, flask equipped with an agitator and condensor were added 3.0 g (0.014 mol) of 4-hydroxy-4-chloromethyl-2-(dimethylaminomethyl)thiazoline (prepared as in Example 1), 47 ml of toluene, 1 ml of water and 0.79 g (0.014 mol) of solid potassium hydroxide. The resulting solution was stirred at room temperature for 45 minutes. A 1 μl sample of the reaction mixture was then removed from the flask and diluted according to the procedure described in Example 4. The HPLC assay set forth in Example 3 indicated that 72.6% of the thiazoline substrate had converted to the desired titled product.
Workup
- customTo a 100 ml, three-necked, flask equipped with an agitator and condensor
- customA 1 μl sample of the reaction mixture was then removed from the flask
- additiondiluted
Sources & evidence
- ORD record
- ord-26ec6e1a572b469ba8cea2bd7a167cac
- Source dataset
- uspto-grants-1994_08
- Patent number
- US05334725
Reaction notes
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