Chloroacetyl chloride → HCID 21710587, compound
Reaction equation
[CH2:1]([NH:8][CH2:9][C:10]1[S:11][CH:12]=[CH:13][N:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])(O)=O.[Na+].[Cl:20][CH2:21][C:22](Cl)=[O:23]>ClCCl>[CH2:1]([N:8]([CH2:9][C:10]1[S:11][CH:12]=[CH:13][N:14]=1)[C:22](=[O:23])[CH2:21][Cl:20])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A stirred solution of N-benzyl-N-2-thiazolylmethylamine (204 mg, 1.0 mmol) in 5 mL of dichloromethane was cooled to 0° C. The solution was treated with 5 mL of saturated, aqueous NaHCO3 followed by the addition of chloroacetyl chloride (0.088 mL, 1.1 mmol). The biphasic mixture was stirred vigorously for 1 hour and poured into a separatory funnel. The layers were separated and the aqueous layer extracted with an additional 5 mL portion of dichloromethane. The combined organic phases were dried (Na2SO4), filtered, and concentrated to provide the title compound which was used in the next step without further purification.