Bis(2-chloroethyl)amine → HCID 178527249, compound

HRID 2356205Notes

Reaction equation

HRID 2356205 reaction equation
[Cl:1][CH2:2][CH2:3][NH:4][CH2:5][CH2:6][Cl:7].[S:8](Cl)(Cl)(=[O:10])=[O:9]>N1C=CC=CC=1>[Cl:1][CH2:2][CH2:3][N:4]([CH2:5][CH2:6][Cl:7])[SH:8](=[O:10])=[O:9]

Participants

4

Reactant 2

HCID 9533Bis(2-chloroethyl)amineHCID 24648Sulfuryl chloride

Product 1

HCID 178527249HCID 178527249, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

N,N-bis(2-chloroethyl)arylsulfonamide can be prepared from bis(2-chloroethyl)amine (10 mmol) and the corresponding sulfonyl chloride (10 mmole) in 50 ml dry pyridine at ambient temperature for 2 hours. Pyridine can be removed and the mixture can be extracted with EtOAc and water. The organic layer can be acidified with 0.1 N HCl, washed with water and dried. The desired N,N-bis(2-chloroethyl)sulfonamide is obtained in the form of an oil.

Workup

  1. customPyridine can be removed
  2. extractionthe mixture can be extracted with EtOAc and water
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-cadf95436ef247cb945fdae0d7241a49
Source dataset
uspto-grants-2010_07
Patent number
US07759339B2

Reaction notes

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