Potassium Carbonate → 1260081-94-4

HRID 1533902Notes

Reaction equation

HRID 1533902 reaction equation
Cl.[Cl:2][CH2:3][CH2:4][NH:5][CH2:6][CH2:7]Cl.[CH2:9]([C:11]1[CH:12]=[C:13]([CH:15]=[CH:16][CH:17]=1)[NH2:14])[CH3:10].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[ClH:2].[CH2:9]([C:11]1[CH:12]=[C:13]([N:14]2[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]2)[CH:15]=[CH:16][CH:17]=1)[CH3:10]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 114753-EthylanilineHCID 522769Bis(2-chloroethyl)amine hydrochloride

Product 1

HCID 199114721260081-94-4Yield 71%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 73.3 g (0.411 mol) of bis(2-chloroethyl)amine hydrochloride and 49.7 g (0.411 mol) of 3-ethylaniline in 500 mL of absolute ethanol was heated at reflux for 16 h under a nitrogen atmosphere. The mixture was cooled and 85.2 g (0.617 mol) of anhydrous potassium carbonate was added and heating was continued for 16 h. The hot mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was triturated with ethyl acetate to yield 65.7 g (71%) of solid. A portion of this crude product was recrystallized from 2-propanol to yield a white crystalline solid, mp 194°-195° C.

Workup

  1. temperatureat reflux for 16 h under a nitrogen atmosphere
  2. temperatureThe mixture was cooled
  3. temperatureheating
  4. filtrationThe hot mixture was filtered
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. customThe residue was triturated with ethyl acetate

Sources & evidence

ORD record
ord-4814a6080f1847609583721c1430c5a0
Source dataset
uspto-grants-1992_02
Patent number
US05086055

Reaction notes

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