Ethanolamine → HCID 19785401, compound

HRID 256543Notes

Reaction equation

HRID 256543 reaction equation
[S:1]([C:5]1[CH:11]=[CH:10][C:8]([CH3:9])=[CH:7][CH:6]=1)([OH:4])(=[O:3])=[O:2].[NH2:12][N:13]1[CH2:17][CH2:16][N:15]=[C:14]1SC.N[CH2:21][CH2:22][OH:23]>C(O)(C)C>[S:1]([C:5]1[CH:11]=[CH:10][C:8]([CH3:9])=[CH:7][CH:6]=1)([OH:4])(=[O:3])=[O:2].[NH2:12][N:13]1[CH2:17][CH2:16][N:15]=[C:14]1[CH2:21][CH2:22][OH:23]

Participants

4

Reactant 2

HCID 700EthanolamineHCID 18960688HCID 18960688, compound

Product 1

HCID 19785401HCID 19785401, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
40 °C

Procedure

1-Amino-2-methylthio-2-imidazoline tosylate (3.03 g) and isopropanol (7.5 ml) are placed in a 25 ml round bottom flask, then 2-aminoethanol (1.22 g) is added. The mixture is heated to about 40° C. to give a solution. After stirring overnight at 25° C., the mixture is concentrated to a thick colorless oil. Crystals were form upon storage at -20° C. Trituration with 10 ml isopropanol and filtration gives 2.68 g (84.8%) of 1-amino-2-(2-hydroxyethyl)-2-imidazoline tosylate as colorless crystals with mp 91.8°-92.7° C.

Workup

  1. customto give a solution
  2. concentrationthe mixture is concentrated to a thick colorless oil
  3. customat -20° C
  4. filtrationTrituration with 10 ml isopropanol and filtration

Sources & evidence

ORD record
ord-ffc022017d7b43b8b4d8b69e1e3ac04d
Source dataset
uspto-grants-1993_11
Patent number
US05258381

Reaction notes

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