Phenylthiourea → N'-cyclopentyl-methyl-thiourea

HRID 1287264Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1287264
[C:1]1([NH:7][C:8](=[S:10])[NH2:9])[CH:6]=[CH:5][CH:4]=[CH:3]C=1.[CH:11]1(NC)CCCC1>O1CCOCC1>[CH:1]1([NH:7][C:8](=[S:10])[NH:9][CH3:11])[CH2:3][CH2:4][CH2:5][CH2:6]1

Komponenten

4

Edukt 2

HCID 676454PhenylthioureaHCID 7020624N-methylcyclopentanamine

Produkt 1

HCID 14229902N'-cyclopentyl-methyl-thiourea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

14.5 g of N-[4-(β-<2-methoxy-5-methyl-benzamido>-ethyl)-benzenesulfonyl]-N'-phenyl-thiourea were dissolved in 50 ml of dioxane. After addition of 6 g of cyclopentyl-methylamine, the whole was heated for 2 hours to the boiling temperature under reflux. After having removed the dioxane by distillation, the residue was dissolved in 1% aqueous ammonia. The solution was filtered through charcoal and acidified with dilute hydrochloric acid. The N-[4-(β-<2-methoxy-5-methyl-benzamido>-ethyl)-benzenesulfonyl]-N'-cyclopentyl-methyl-thiourea so obtained was found to melt, after recrystallization from methanol, at 152° - 154° C.

Aufarbeitung

  1. temperaturethe whole was heated for 2 hours to the boiling temperature
  2. temperatureunder reflux
  3. customAfter having removed the dioxane
  4. distillationby distillation
  5. dissolutionthe residue was dissolved in 1% aqueous ammonia
  6. filtrationThe solution was filtered through charcoal

Quellen und Nachweise

ORD-Eintrag
ord-93b0833ef7f64682bb14bb71a2628058
Quelldatensatz
uspto-grants-1976_10
Patentnummer
US03984416

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