Triethylamine → 1-Cyclopropyl-3,3-diphenylurea

HRID 28033

Reaktionsgleichung

Reaktionsgleichung von HRID 28033
[C:1]1([N:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8](Cl)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:17]1([NH2:20])[CH2:19][CH2:18]1.C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH:17]1([NH:20][C:8]([N:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[O:9])[CH2:19][CH2:18]1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 65741N,N-Diphenylcarbamic chlorideHCID 69828Cyclopropylamine

Produkt 1

HCID 233383981-Cyclopropyl-3,3-diphenylurea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

The thus formed solution of diphenylcarbamic acid chloride was then added dropwise upon stirring to a mixture of 114 g of cyclopropylamine, 202 g of triethylamine and 500 ml of toluene. During the addition the temperature inside the flask rose to 85° C. Subsequently the reaction mass was heated to boiling point for 15 minutes and then cooled. The precipitated triethylammoniumchloride was removed by suction and the solvent was distilled off in a vacuum. The remaining residue was subjected to recrystallization from diisopropylether. The yield in 1-cyclopropyl-3,3-diphenylurea was 440.2 g (87.2% of the theoretical value). The melting point was 98° C.

Aufarbeitung

  1. additionDuring the addition the temperature inside the flask
  2. customrose to 85° C
  3. temperatureSubsequently the reaction mass was heated
  4. customfor 15 minutes
  5. temperaturecooled
  6. customThe precipitated triethylammoniumchloride was removed by suction
  7. distillationthe solvent was distilled off in a vacuum
  8. customThe remaining residue was subjected to recrystallization from diisopropylether
  9. customThe yield in 1-cyclopropyl-3,3-diphenylurea

Quellen und Nachweise

ORD-Eintrag
ord-08cc12ef6c4d4bbda248ae4a67ac3d48
Quelldatensatz
uspto-grants-1980_09
Patentnummer
US04225338

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