Acrylamide → HCID 86754030, compound

HRID 635167Notes

Reaction equation

HRID 635167 reaction equation
C([NH:4][C@@H:5]1[C@@H:10]([OH:11])[C@@H:9]([OH:12])[C@@H:8]([CH2:13][OH:14])[O:7][C@@H:6]1NC(=O)CCCCCNC(=O)C=C)(=O)C.[C:28]([NH2:32])(=[O:31])[CH:29]=[CH2:30]>O>[OH:31][CH:6]1[O:7][C@H:8]([CH2:13][OH:14])[C@H:9]([OH:12])[C@H:10]([OH:11])[C@H:5]1[NH2:4].[C:28]([NH2:32])(=[O:31])[CH:29]=[CH2:30]

Participants

4

Reactant 2

HCID 6579AcrylamideHCID 21308799HCID 21308799, compound

Product 1

HCID 86754030HCID 86754030, compoundYield 249.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

Monomer 52 (150 mg, 0.4 mmol) and acrylamide (1.15 g, 1.6 mmol) were dissolved in 3 mL of water and purged with nitrogen for 5 min. The radical initiator V-50 (2.5 mg) was added to the reaction mixture and the solution was heated to 60° C. for 30 min. The solution became viscous during this period. The heating was discontinued and the reaction mixture was stirred for 24 hr at room temperature. The viscous solution was poured into 50 mL of isopropanol while stirring, causing the polymer to precipitate. The polymer was collected by filtration and dried under vacuum at room temperature to give 53 as a white powder (250 mg).

Workup

  1. custompurged with nitrogen for 5 min
  2. additionThe radical initiator V-50 (2.5 mg) was added to the reaction mixture
  3. waitThe solution became viscous during this period
  4. additionThe viscous solution was poured into 50 mL of isopropanol
  5. stirringwhile stirring
  6. customto precipitate
  7. filtrationThe polymer was collected by filtration
  8. customdried under vacuum at room temperature

Sources & evidence

ORD record
ord-3fe5dc38c9524739990632bb24b7ac13
Source dataset
uspto-grants-2001_02
Patent number
US06187762B1

Reaction notes

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