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

HRID 1643957Notes

Reaction equation

HRID 1643957 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-24d78c00ec7640e09a4f4f64eb08ecdb
Source dataset
uspto-grants-2012_02
Patent number
US08119676B2

Reaction notes

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