Chloroacetyl chloride → HCID 15605849, compound

HRID 1106367Notes

Reaction equation

HRID 1106367 reaction equation
[NH2:1][CH2:2][CH2:3][O:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][NH2:10].[Cl:11][CH2:12][C:13](Cl)=[O:14]>ClCCl.C([O-])([O-])=O.[Na+].[Na+]>[Cl:11][CH2:12][C:13]([NH:1][CH2:2][CH2:3][O:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][NH:10][C:13](=[O:14])[CH2:12][Cl:11])=[O:14]

Participants

5

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 70248Bis-Aminoethylglycol

Product 1

HCID 15605849HCID 15605849, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 10340Sodium CarbonateSolvent

Procedure

1,2-bis[2-(2-chloroacetamido)ethoxy]ethane was prepared as follows. To a mixture of 1,2-bis(2-aminoethoxy)ethane (1.5 g, 10 mmol) in dichloromethane (100 mL) and 1 M Na2CO3 (50 mL) cooled in an ice bath was added chloroacetyl chloride (2.6mL, 33 mmol) dropwise. After stirring for 10 minutes, the organic layer was separated and evaporated to give the title compound (2.6 g, eual to 92% yield). HLPC analysis revealed a single peak using ultraviolet (220 nm) absorbtion spectrometry.

Workup

  1. temperaturecooled in an ice bath
  2. customthe organic layer was separated
  3. customevaporated

Sources & evidence

ORD record
ord-46d27da448e3437a93a323dbec4fb64f
Source dataset
uspto-grants-2000_05
Patent number
US06056940

Reaction notes

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