N,N-Dimethyl-1,3-propanediamine → HCID 15133010, compound

HRID 736572Notes

Reaction equation

HRID 736572 reaction equation
[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][CH2:5][NH2:6].[Br:8][C:9]([CH3:14])([CH3:13])[C:10](Br)=[O:11]>C1COCC1>[Br:8][C:9]([CH3:14])([CH3:13])[C:10]([NH:6][CH2:5][CH2:4][CH2:3][N:2]([CH3:7])[CH3:1])=[O:11]

Participants

4

Reactant 2

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 886852-Bromo-2-methylpropionyl bromide

Product 1

HCID 15133010HCID 15133010, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3-dimethylaminopropylamine (25 ml, 0.1 mol) in THF (50 ml) was added dropwise over 50 minutes and while keeping the temperature between 0-10° C. bromoisobutyroyl bromide (23.0 g, 0.1 mol). The mixture is stirred for another 3 h at room temperature and the THF is then evaporated in vacuo. Water (20 ml) is added to the residue and the mixture is extracted with t-butyl-methyl ether (2×30 ml) and ethylacetate (30 ml).

Workup

  1. custombetween 0-10° C.
  2. customthe THF is then evaporated in vacuo
  3. additionWater (20 ml) is added to the residue
  4. extractionthe mixture is extracted with t-butyl-methyl ether (2×30 ml) and ethylacetate (30 ml)

Sources & evidence

ORD record
ord-9a79e6e4867a420398be412652575234
Source dataset
uspto-grants-2009_09
Patent number
US07595359B2

Reaction notes

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