Cyanide → 1-n-Butyl-3-(m-chloro-alpha,alpha-dimethylbenzyl)-1-methylurea

HRID 614014Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 614014
[Cl:1][C:2]1[CH:3]=[C:4]([CH:11]=[CH:12][CH:13]=1)[C:5]([N:8]=[C:9]=[O:10])([CH3:7])[CH3:6].[C-]#N.[CH2:16]([NH:20][CH3:21])[CH2:17][CH2:18][CH3:19]>C1C=CC=CC=1>[CH2:16]([N:20]([CH3:21])[C:9]([NH:8][C:5]([CH3:7])([CH3:6])[C:4]1[CH:11]=[CH:12][CH:13]=[C:2]([Cl:1])[CH:3]=1)=[O:10])[CH2:17][CH2:18][CH3:19]

Komponenten

5

Edukt 3

HCID 5975CyanideHCID 8068N-MethylbutylamineHCID 213298491-Chloro-3-(2-isocyanatopropan-2-yl)benzene

Produkt 1

HCID 213298561-n-Butyl-3-(m-chloro-alpha,alpha-dimethylbenzyl)-1-methylureaAusbeute 88,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

3.9 g of m-chloro-α,α-dimethylbenzyl isocyanate prepared from the corresponding cyanide in the same way as in Synthesis Example 1, was added to a solution of 1.8 g of N-n-butyl-N-methylamine in 20 ml of benzene and the mixture vigorously stirred. After allowing the mixture to stand overnight, the reaction solution was washed with a 2N aqueous hydrochloric acid solution, a 2N aqueous sodium hydroxide solution and water in that order, and the organic layer was dried over sodium sulfate. The layer was concentrated by evaporating off the solvent to obtain crystals, which were recrystallized from n-hexane to obtain 5.0 g of the title compound as crystals.

Aufarbeitung

  1. washthe reaction solution was washed with a 2N aqueous hydrochloric acid solution
  2. dry with materiala 2N aqueous sodium hydroxide solution and water in that order, and the organic layer was dried over sodium sulfate
  3. concentrationThe layer was concentrated
  4. customby evaporating off the solvent
  5. customto obtain crystals, which
  6. customwere recrystallized from n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-c86957552dfc4e22b0cf4fa29a18d098
Quelldatensatz
uspto-grants-1979_03
Patentnummer
US04143061

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