Dioctylamine → Dioctylamine

HRID 1974753Notes

Reaction equation

HRID 1974753 reaction equation
[C:1]1([NH:7][C:8]([NH2:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:11]([NH:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]>C1(C)C(C)=CC=CC=1>[CH2:20]([NH:19][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27].[C:1]1([NH:7][C:8]([N:10]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 3094DioctylamineHCID 6145Phenylurea

Product 2

HCID 3094DioctylamineHCID 14949906N,N-Dioctyl-N'-phenylurea

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

Phenylurea and dioctylamine were heated in xylene, with vigorous stirring, under various conditions. Samples were withdrawn from the mixture after specific reaction times, the solvent was evaporated from each of the samples at 65° C. in vacuo and the residue was taken up in CDCl3, in which phenylurea is virtually insoluble and in which N-phenyl-N',N'-dioctylurea and dioctylamine on the other hand are completely soluble. The precipitated phenylurea was filtered off and a 1H-NMR spectrum of the filtrate was prepared. The particular molar ratio of dioctylamine to the N-phenyl-N',N'-dioctylurea formed was determined by integrating the signals from the --N--CH2 protons of the dioctylamine (2.75 ppm) and the N-phenyl-N',N'-dioctylurea formed (3.28 ppm), from which was derived the degree of conversion.

Workup

  1. customSamples were withdrawn from the mixture
  2. customafter specific reaction times
  3. customthe solvent was evaporated from each of the samples at 65° C. in vacuo
  4. filtrationThe precipitated phenylurea was filtered off
  5. customa 1H-NMR spectrum of the filtrate was prepared

Sources & evidence

ORD record
ord-2876001669f6489397d0fe7cf1cf82d1
Source dataset
uspto-grants-1994_02
Patent number
US05283362

Reaction notes

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