N,N'-Dimethylurea → 1-(2-Bromo-2-methylpropionyl)-1,3-dimethylurea

HRID 1706836Notes

Reaction equation

HRID 1706836 reaction equation
[Br:1][C:2]([CH3:12])([CH3:11])[C:3]([NH:5][C:6]([N:8]([CH3:10])C)=[O:7])=[O:4].Br[C:14](C)(C)C(Br)=O.CNC(NC)=O>CS(C)=O>[Br:1][C:2]([CH3:11])([CH3:12])[C:3]([N:5]([CH3:14])[C:6]([NH:8][CH3:10])=[O:7])=[O:4]

Participants

5

Reactant 3

HCID 7293N,N'-DimethylureaHCID 886852-Bromo-2-methylpropionyl bromideHCID 127692671-(2-Bromo-2-methylpropionyl)-3,3-dimethylurea

Product 1

HCID 203344521-(2-Bromo-2-methylpropionyl)-1,3-dimethylureaYield 38%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

This compound was prepared similarly to 1-(2-bromo-2-methylpropionyl)-3,3-dimethylurea in Example 7a from 2-bromo-2-methylpropionyl bromide and 1,3-dimethylurea. It was obtained in 38% yield as a yellow oil, νmax (Nujol) 3330 (NH), 1730, 1700 cm-1 (CON. CON). τ(DMSO d6) 6.44 (NMe) 7.13 (d,J 5; NHMe), 7.95 (CMe2).

Workup

  1. customIt was obtained in 38% yield as a yellow oil, νmax (Nujol) 3330 (NH), 1730, 1700 cm-1 (CON. CON)

Sources & evidence

ORD record
ord-d8574266368046578439f918882dcdba
Source dataset
uspto-grants-1980_06
Patent number
US04208517

Reaction notes

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