Triethylamine → 2,3-Dichloro-N-[2-(2-oxoimidazolidin-1-yl)ethyl]benzenesulphonamide

HRID 1591753Notes

Reaction equation

HRID 1591753 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[S:9](Cl)(=[O:11])=[O:10].[NH2:13][CH2:14][CH2:15][N:16]1[CH2:20][CH2:19][NH:18][C:17]1=[O:21].C(N(CC)CC)C>O1CCCC1>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[S:9]([NH:13][CH2:14][CH2:15][N:16]1[CH2:20][CH2:19][NH:18][C:17]1=[O:21])(=[O:11])=[O:10]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 80480N-(2-Aminoethyl)ethyleneureaHCID 27342222,3-Dichlorobenzene-1-sulfonyl chloride

Product 1

HCID 586387222,3-Dichloro-N-[2-(2-oxoimidazolidin-1-yl)ethyl]benzenesulphonamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 0.5 g (2.04 mmol) of 2,3-dichlorobenzenesulphonyl chloride, 0.26 g (2.04 mmol) of 1-(2-aminoethyl)-2-imidazolidone and 1 ml (7.18 mmol) of triethylamine in 10 ml of tetrahydrofuran was stirred at room temperature overnight. The reaction mixture was then washed with 1 N HCl and saturated sodium bicarbonate solution, dried over sodium sulphate and concentrated. The product obtained in this manner was reacted further without additional purification.

Workup

  1. washThe reaction mixture was then washed with 1 N HCl and saturated sodium bicarbonate solution
  2. dry with materialdried over sodium sulphate
  3. concentrationconcentrated
  4. customThe product obtained in this manner
  5. customwas reacted further without additional purification

Sources & evidence

ORD record
ord-18eb763fb5204c349306c5ee48c1e0dd
Source dataset
uspto-grants-2007_11
Patent number
US07291642B2

Reaction notes

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