Sodium ethoxide → (2-((Dimethylamino)methyl)thiazol-4-yl)methanol

HRID 1741790Notes

Reaction equation

HRID 1741790 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.[O-:13]CC.[Na+]>C1(C)C=CC=CC=1>[CH3:9][N:8]([CH2:7][C:4]1[S:5][CH:6]=[C:2]([CH2:11][OH:13])[N:3]=1)[CH3:10]

Participants

4

Reactant 2

HCID 2723922Sodium ethoxideHCID 103307024-Thiazolol, 4-(chloromethyl)-2-[(dimethylamino)methyl]-4,5-dihydro-

Product 1

HCID 1838020(2-((Dimethylamino)methyl)thiazol-4-yl)methanol

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a 100 ml, three necked, flask equipped with an agitator and a condensor were added 3.0 g (0.014 mol) of 2-hydroxy-2-chloromethyl-2-(dimethylaminomethyl)thiazoline (prepared as in Example 1), 50 ml of toluene and 0.95 g (0.014 mol) of sodium ethoxide. The resulting solution was stirred at room temperature for 30 minutes. A 1 ml 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 6.6% of the thiazoline substrate had converted to the desired titled compound.

Workup

  1. customTo a 100 ml, three necked, flask equipped with an agitator
  2. customA 1 ml sample of the reaction mixture was then removed from the flask
  3. additiondiluted

Sources & evidence

ORD record
ord-93d0d3cf801e48e7aa28ae072ef9174e
Source dataset
uspto-grants-1994_08
Patent number
US05334725

Reaction notes

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