Bis(2-chloroethyl)amine hydrochloride → HCID 22390755, compound

HRID 1070740Notes

Reaction equation

HRID 1070740 reaction equation
[C:1]1([NH:7][S:8](Cl)(=[O:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[Cl:13][CH2:14][CH2:15][NH:16][CH2:17][CH2:18][Cl:19]>C1(C)C(C)=CC=CC=1>[Cl:13][CH2:14][CH2:15][N:16]([CH2:17][CH2:18][Cl:19])[S:8]([NH:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)(=[O:10])=[O:9]

Participants

4

Reactant 2

HCID 522769Bis(2-chloroethyl)amine hydrochlorideHCID 11564615Phenylsulfamoyl chloride

Product 1

HCID 22390755HCID 22390755, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
100 °C

Procedure

66 g of the product obtained in Step 1 above are added to a suspension of 38.6 g of N,N-bis(2-chloroethyl)amine hydrochloride in 265 ml of xylene heated to 100° C. The reaction mixture is heated at 140° C. for 12 hours and, after cooling, filtered over a frit. The filtrate is concentrated and then purified by flash chromatography (eluant CH2Cl2/AcOEt: 95/5) to yield the expected product.

Workup

  1. temperatureThe reaction mixture is heated at 140° C. for 12 hours
  2. temperatureafter cooling
  3. filtrationfiltered over a frit
  4. concentrationThe filtrate is concentrated
  5. custompurified by flash chromatography (eluant CH2Cl2/AcOEt: 95/5)

Sources & evidence

ORD record
ord-1496dd8690064bb78fc523d054346294
Source dataset
uspto-grants-2005_06
Patent number
US06903103B2

Reaction notes

Loading…