Diethanolamine → HCID 61234919, compound

HRID 1028114Notes

Reaction equation

HRID 1028114 reaction equation
[NH:1]([CH2:5][CH2:6][OH:7])[CH2:2][CH2:3][OH:4].Br[C:9]1[S:10][CH:11]=[CH:12][N:13]=1>C(O)C>[S:10]1[CH:11]=[CH:12][N:13]=[C:9]1[N:1]([CH2:5][CH2:6][OH:7])[CH2:2][CH2:3][OH:4]

Participants

4

Reactant 2

HCID 8113DiethanolamineHCID 764302-Bromothiazole

Product 1

HCID 61234919HCID 61234919, compoundYield 24.74%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In a sealable tube were successively added diethanolamine (3.46 mL, 35.8 mmol) and 2-bromothiazole (1.538 mL, 17.07 mmol), under nitrogen. The tube was sealed and the mixture was irradiated in the microwave at 130° C. for 30 min. The residue was dissolved in 5:95 ethanol:dichloromethane and chromatographed on silica (CombiFlash, 5-20%, ethanol in dichloromethane) to afford 2,2′-(1,3-thiazol-2-ylimino)diethanol (795 mg, 4.22 mmol, 24.74% yield) as a pale oil.

Workup

  1. customIn a sealable tube were successively added
  2. customThe tube was sealed
  3. customthe mixture was irradiated in the microwave at 130° C. for 30 min
  4. customdichloromethane and chromatographed on silica (CombiFlash, 5-20%, ethanol in dichloromethane)

Sources & evidence

ORD record
ord-da3898993f014d3e962e17883aff7dd4
Source dataset
uspto-grants-2014_05
Patent number
US08735417B2

Reaction notes

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