Benzoyl isothiocyanate → 1-Benzoyl-3-[1-(naphth-2-ylmethyl)piperid-4-yl]thiourea

HRID 3889

Reaktionsgleichung

Reaktionsgleichung von HRID 3889
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH:10]=2)[CH2:4][CH2:3]1.[C:19]([N:27]=[C:28]=[S:29])(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C1(C)C=CC=CC=1>[C:19]([NH:27][C:28]([NH:1][CH:2]1[CH2:3][CH2:4][N:5]([CH2:8][C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH:10]=2)[CH2:6][CH2:7]1)=[S:29])(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Komponenten

4

Edukt 2

HCID 68284Benzoyl isothiocyanateHCID 111958234-Amino-1-(2-naphthyl)methylpiperidine

Produkt 1

HCID 129423461-Benzoyl-3-[1-(naphth-2-ylmethyl)piperid-4-yl]thiourea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

4-Amino-1-(naphth-2-ylmethyl)piperidine (1.0 g, 0.0042 m) and benzoylisothiocyanate (0.69 g, 0.0042 m) in toluene (120 cm3) was stirred at room temperature for 6 hours. The solvent was evaporated and the gum dissolved in isopropyl alcohol and acidified with ethanolic HCl. The solvent was evaporated and the residue dissolved in ethyl acetate. The title compound crystallised and was filtered and dried as the monohydrochloride quarterhydrate salt, m.p. 212°-214° C.

Aufarbeitung

  1. customThe solvent was evaporated
  2. dissolutionthe gum dissolved in isopropyl alcohol
  3. customThe solvent was evaporated
  4. dissolutionthe residue dissolved in ethyl acetate
  5. customThe title compound crystallised
  6. filtrationwas filtered
  7. dry with materialdried as the monohydrochloride quarterhydrate salt, m.p. 212°-214° C.

Quellen und Nachweise

ORD-Eintrag
ord-abd517df60204610939cf68a6c24b096
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04722930

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