Thionyl Chloride → N,N-Bis(2-chloroethyl)benzylamine hydrochloride

HRID 1631974Notes

Reaction equation

HRID 1631974 reaction equation
S(Cl)([Cl:3])=O.[ClH:5].[CH2:6]([N:13]([CH2:17][CH2:18]O)[CH2:14][CH2:15]O)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>ClCCl>[ClH:3].[CH2:6]([N:13]([CH2:17][CH2:18][Cl:3])[CH2:14][CH2:15][Cl:5])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 85930748HCID 85930748, compound

Product 1

HCID 2777881N,N-Bis(2-chloroethyl)benzylamine hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

7.70 g (64.7 mmol) of thionyl chloride were added dropwise to a stirred solution of 5.00 g (21.6 mmol) of (2-[benzyl-(2-hydroxyethyl)amino]ethanol hydrochloride (XIX) in 100 ml of dry dichloromethane at 0° C., and the resulting reaction solution was then stirred at room temperature for 1 h. The solvent and excess thionyl chloride were removed in vacuo, and the reaction product was used without further purification.

Workup

  1. customthe resulting reaction solution
  2. customThe solvent and excess thionyl chloride were removed in vacuo
  3. customthe reaction product was used without further purification

Sources & evidence

ORD record
ord-1d8acdf00c26415b98a09192ad6999af
Source dataset
uspto-grants-2014_07
Patent number
US08791148B2

Reaction notes

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