Thionyl Chloride → HCID 21262359, compound
Reaction equation
[ClH:1].O[CH2:3][C:4]1[N:5]2[C:11]([CH3:12])=[N:10][CH:9]=[C:6]2[S:7][CH:8]=1.S(Cl)([Cl:15])=O>C1COCC1>[ClH:15].[Cl:1][CH2:3][C:4]1[N:5]2[C:11]([CH3:12])=[N:10][CH:9]=[C:6]2[S:7][CH:8]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 85 °C
Procedure
3-Hydroxymethyl-5-methylimidazo[5,1-b]thiazolehydrochloride (1.10 g) is suspended in 20 ml of THF, 0.7 ml of thionyl chloride is added thereto, and the mixture is stirred at 85° C. for 3.5 hr. The solvent is removed by evaporation to give 1.10 g of 3-chloromethyl-5-methylimidazo[5,1-b]thiazolehydrochloride. This compound is dissolved in 7 ml of DMF, 1.36 g of triphenylphosphine is added thereto, and the mixture is stirred at 83° C. for 15 hr and at 90° C. for 4 hr. The resultant precipitate is collected by filtration and washed with diethyl ether to give 1.87 g of (5-methylimidazo[5,1-b]thiazol-3-yl)methyltriphenylphosphonium chloride hydrochloride.
Workup
- customThe solvent is removed by evaporation
Sources & evidence
- ORD record
- ord-dddfb79fd9314c718f0bf68916d15f45
- Source dataset
- uspto-grants-2001_01
- Patent number
- US06180622B2
Reaction notes
Loading…