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Dodecylamine → Urea, N-dodecyl-

HRID 374619
Notes
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Reaction equation

HRID 374619 reaction equation
[CH2:1]([NH2:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[N-:14]=[C:15]=[O:16].C([NH+](CC)CC)C>C(Cl)(Cl)Cl>[CH2:1]([NH:13][C:15]([NH2:14])=[O:16])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 13583DodecylamineHCID 18997612Triethylammonium isocyanate

Product 1

HCID 75091Urea, N-dodecyl-

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

14.1 g of dodecylamine (0.076 mol) dissolved in 20 ml of chloroform were added dropwise at room temperature with stirring to 100 ml of a solution of 10 g of triethylammonium isocyanate (0.069 mol) in chloroform, prepared according to Example 1. After completion of the addition, the mixture was subsequently stirred at room temperature for 24 hours and heated to reflux for 1 hour. The solvent was evaporated and the residue was recrystallized from chloroform. 9.45 g, i.e. 60% of theory, of dodecylurea were obtained in this way.

Workup

  1. additionwere added dropwise at room temperature
  2. customprepared
  3. additionAfter completion of the addition
  4. temperatureheated
  5. temperatureto reflux for 1 hour
  6. customThe solvent was evaporated
  7. customthe residue was recrystallized from chloroform

Sources & evidence

ORD record
ord-90eca50bf2c74475a359206b7994b31c
Source dataset
uspto-grants-1996_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05481035

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes