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Benzoyl isothiocyanate → HCID 86631131, Verbindung

HRID 912689
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 912689
[CH:1]([C:4]1[CH:8]=[C:7]([CH2:9][NH2:10])[O:6][N:5]=1)([CH3:3])[CH3:2].C([N:19]=[C:20]=[S:21])(=O)C1C=CC=CC=1>CO.N>[CH:1]([C:4]1[CH:8]=[C:7]([CH2:9][NH:10][C:20]([NH2:19])=[S:21])[O:6][N:5]=1)([CH3:3])[CH3:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 68284Benzoyl isothiocyanate2×HCID 6483898[3-(Propan-2-yl)-1,2-oxazol-5-yl]methanamine

Produkt 1

HCID 86631131HCID 86631131, VerbindungAusbeute 91,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 222AmmoniaLösungsmittel2×HCID 887MethanolLösungsmittel

Versuchsvorschrift

The title compound was prepared in accordance with the general method described in Example 12(a) by using 1-(3-isopropyl-isoxazol-5-yl)methylamine (0.85 g, 6.06 mmol), benzoyl isothiocyanate (0.90 mL, 6.67 mmol) and ammonia in methanol (7 N, 30 mL) with the exception that the reaction time for amine with benzoyl isothiocyanate was 12 h and the reaction mixture in ammonia was stirred o.n. Work-up was done by concentrating the reaction mixture in vacuo and adding ethyl acetate (15 mL) and water (15 mL). The is organic layer was separated, dried over sodium sulfate, filtered and concentrated. The residue was triturated with diethyl ether (10 mL) and the solid was removed by filtration. The filtrate was concentrated in vacuo to give the title compound (1.11 g, 91% yield), which was used in the next step without further purification. MS (ESI) m/z 200 (M+1).

Aufarbeitung

  1. customThe title compound was prepared in accordance with the general method
  2. concentrationby concentrating the reaction mixture in vacuo
  3. additionadding ethyl acetate (15 mL) and water (15 mL)
  4. customThe is organic layer was separated
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe residue was triturated with diethyl ether (10 mL)
  9. customthe solid was removed by filtration
  10. concentrationThe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-5242b3d5e8a94403bfa7e8efd760af4c
Quelldatensatz
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08026244B2

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