Dimethylamine → 1-Methacryloyl-3,3-dimethylurea

HRID 2107546Notes

Reaction equation

HRID 2107546 reaction equation
[CH3:1][NH:2][CH3:3].[C:4]([N:9]=[C:10]=[O:11])(=[O:8])[C:5]([CH3:7])=[CH2:6]>C(Cl)(Cl)Cl.ClCCCl>[C:4]([NH:9][C:10]([N:2]([CH3:3])[CH3:1])=[O:11])(=[O:8])[C:5]([CH3:7])=[CH2:6]

Participants

5

Reactant 2

HCID 674DimethylamineHCID 10942374Methacryloyl isocyanate

Product 1

HCID 136436461-Methacryloyl-3,3-dimethylureaYield 99.9%

Reagents, catalysts & solvents 2

HCID 111,2-DichloroethaneSolvent2×HCID 6212ChloroformSolvent2×

Procedure

To a solution of dimethylamine (0.45 g; 10 mmol) in chloroform (20 ml), a solution of methacryloyl isocyanate (1.11 g; 10 mmol) in 1,2-dichloroethane (20 ml) was dropwise added under nitrogen stream while cooling with ice. After completion of the addition, chloroform and 1,2-dichloroethane were evaporated under reduced pressure to give 1-methacryloyl-3,3-dimethylurea (1.56 g) as a colorless oil.

Workup

  1. temperaturewhile cooling with ice
  2. customwere evaporated under reduced pressure

Sources & evidence

ORD record
ord-706e61a1240e42ca8fe1790c8eab9e4c
Source dataset
uspto-grants-1990_06
Patent number
US04935413

Reaction notes

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