Nitrogen → Acrylamidomethyl 2-oxopyrrolidine

HRID 366960

Reaction equation

HRID 366960 reaction equation
CO[CH2:3][N:4]1[CH2:8][CH2:7][CH2:6][C:5]1=[O:9].[C:10]([NH2:14])(=[O:13])[CH:11]=[CH2:12].C1(C)C(S(O)(=O)=O)=CC=CC=1.C1C2NC3C(=CC=CC=3)SC=2C=CC=1.N#N>>[N:4]1([CH2:3][NH:14][C:10](=[O:13])[CH:11]=[CH2:12])[CH2:8][CH2:7][CH2:6][C:5]1=[O:9]

Participants

6

Reactant 5

HCID 947NitrogenHCID 6579AcrylamideHCID 69252-Methylbenzenesulfonic acidHCID 7108PhenothiazineHCID 136248301-(Methoxymethyl)-2-pyrrolidinone

Product 1

HCID 18414899Acrylamidomethyl 2-oxopyrrolidineYield 40%

Procedure

The mixture of 1-methoxy methyl-2-pyrrolidone (65.6 g), acrylamide (75.5 g), toluene sulfonic acid (0.20 g) and phenothiazine (0.20 g) was stirred under the condition of N2 for 1 hour at 150° C. while removing methanol by distillation. The residue was cooled, then recrystallized in acetone to give the title compound in the yield of 40%.

Workup

  1. customwhile removing methanol
  2. distillationby distillation
  3. temperatureThe residue was cooled
  4. customrecrystallized in acetone

Sources & evidence

ORD record
ord-597f83e7daa64edfba9d0c5f2eea233c
Source dataset
uspto-grants-2000_10
Patent number
US06132462

Linked notes

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