Diethanolamine → HCID 58117162, compound

HRID 537727Notes

Reaction equation

HRID 537727 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([S:8](Cl)(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.[NH:12]([CH2:16][CH2:17][OH:18])[CH2:13][CH2:14][OH:15]>O1CCOCC1>[Br:1][C:2]1[CH:3]=[C:4]([S:8]([N:12]([CH2:16][CH2:17][OH:18])[CH2:13][CH2:14][OH:15])(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 8113DiethanolamineHCID 17943m-Bromobenzenesulphonyl chloride

Product 1

HCID 58117162HCID 58117162, compoundYield 88.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Conditions

Temperature
20 °C

Procedure

To a solution of 3-bromobenzene sulfonyl chloride (0.25 mL, 1.73 mmol) in dioxane (2.0 mL) was added dropwise a solution of diethanolamine (0.547 g, 5.20 mmol) in dioxane (1.0 mL) over 1 min. The reaction mixture was stirred at room temperature (20° C.) for 16 h. After this time the mixture was poured onto brine (30 mL) and extracted with ethyl acetate (25 mL). The organic liquor was concentrated in vacuo to afford the title compound, (0.495 g, 88%). No further purification was required.

Workup

  1. additionAfter this time the mixture was poured onto brine (30 mL)
  2. extractionextracted with ethyl acetate (25 mL)
  3. concentrationThe organic liquor was concentrated in vacuo

Sources & evidence

ORD record
ord-a5fa8ef7caea400891ad21e282b4350f
Source dataset
uspto-grants-2014_10
Patent number
US08865699B2

Reaction notes

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