Acrylamide → HCID 16102536, compound

HRID 874055Notes

Reaction equation

HRID 874055 reaction equation
B([O-])([O-])[O-].B([O-])([O-])[O-].B([O-])([O-])[O-].B([O-])([O-])[O-].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[CH2:29]([SH:32])[CH2:30][SH:31].[C:33]([NH2:37])(=[O:36])[CH:34]=[CH2:35]>O>[CH2:29]([S:32][CH2:35][CH2:34][C:33]([NH2:37])=[O:36])[CH2:30][S:31][CH2:35][CH2:34][C:33]([NH2:37])=[O:36]

Participants

5

Reactant 3

HCID 6579AcrylamideHCID 109021,2-EthanedithiolHCID 21225931Dodecasodium;tetraborate

Product 1

HCID 16102536HCID 16102536, compoundYield 93.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Sodium tetraborate (1.20 g, 5.95 mmol) was dissolved in DI water (150 mL). 1,2-Ethane dithiol (5.00 mL, 59.4 mmol) was added, followed by acrylamide (9.31 g, 130 mmol), and stirred at room temperature for two hours to give a white-colored slurry. The solid was filtered off, washed with water and dried under vacuum, giving 13.1 g (93.2%) of Compound 1 as a white solid. 1H NMR (500 MHz, d6-DMSO) δ 7.33 (s, 2H), 6.82 (s, 2H), 3.37 (s, 4H), 2.69 (t, J=7.2 Hz 4H), 2.32 (t, J=7.3 Hz, 4H). 13C NMR (126 MHz, d6-DMSO) δ 172.68, 35.69, 31.35, 26.92.

Workup

  1. customto give a white-colored slurry
  2. filtrationThe solid was filtered off
  3. washwashed with water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-734e5efc91f34158900811c8c9e272d8
Source dataset
uspto-grants-2015_03
Patent number
US08980077B2

Reaction notes

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