Acetic Acid → HCID 23346514, compound

HRID 1856255Notes

Reaction equation

HRID 1856255 reaction equation
[C:1]1([CH3:13])[CH:6]=[C:5]([CH3:7])[CH:4]=[C:3]([CH3:8])[C:2]=1[S:9](Cl)(=[O:11])=[O:10].[NH2:14][CH2:15][CH2:16][OH:17].C(O)(=O)C>N1C=CC=CC=1>[C:1]1([CH3:13])[CH:6]=[C:5]([CH3:7])[CH:4]=[C:3]([CH3:8])[C:2]=1[S:9]([OH:17])(=[O:11])=[O:10].[OH:17][CH2:16][CH2:15][NH:14][S:9]([C:2]1[C:3]([CH3:8])=[CH:4][C:5]([CH3:7])=[CH:6][C:1]=1[CH3:13])(=[O:11])=[O:10]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 700EthanolamineHCID 130462-Mesitylenesulfonyl chloride

Product 1

HCID 23346514HCID 23346514, compoundYield 171.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent2×

Procedure

84 g (0.4 mole) mesitylenesulphonyl chloride in 50 ml pyridine were added dropwise to a mixture of 12.2 g (0.2 mole) 2-aminoethanol and 20 ml pyridine at 0 ± 5° C. The reaction mixture was stored in a cooler (4° C.) overnight and then poured on ice. 30 ml acetic acid were added. The crystalline product was collected, washed with water and dried, giving 76 g of pale-yellow crystals of the title compound, m.p. 94° C.

Workup

  1. customwas stored in a cooler (4° C.) overnight
  2. additionpoured on ice
  3. customThe crystalline product was collected
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-9c6072717a3e4de5bfad2e8a6f1707f3
Source dataset
uspto-grants-1980_08
Patent number
US04218476

Reaction notes

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