o-Tolyl thiosemicarbazide → 2-(o-Tolylhydrazino)-2-Thiazoline

HRID 2071229

Reaktionsgleichung

Reaktionsgleichung von HRID 2071229
[C:1]1([CH3:12])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][NH:8][C:9]([NH2:11])=[S:10].Br.Br[CH2:15][CH2:16]N>C(O)(C)C>[C:1]1([CH3:12])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][NH:8][C:9]1[S:10][CH2:15][CH2:16][N:11]=1

Komponenten

4

Edukt 2

HCID 1490896o-Tolyl thiosemicarbazideHCID 27742172-Bromoethylamine hydrobromide

Produkt 1

HCID 124050132-(o-Tolylhydrazino)-2-Thiazoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

A mixture of 27.2 g. (0.15 moles) of 1-(o-tolyl)-3-thiosemicarbazide, 31 g. (0.15 moles) of 2-bromoethylamine hydrobromide, and 800 ml. of isopropanol are heated at reflux temperature for 16 hours. The reaction mixture is cooled to room temperature and filtered. The solid material is washed with hot water and the aqueous solution is treated with saturated sodium bicarbonate solution. The solid material which separates is filtered, washed with water, and recrystallized with methanol affording 13 g. of 2-(o-tolylhydrazino)-2-thiazoline, m.p. 126°-127° C.

Aufarbeitung

  1. additionA mixture of 27.2 g
  2. temperatureat reflux temperature for 16 hours
  3. filtrationfiltered
  4. washThe solid material is washed with hot water
  5. additionthe aqueous solution is treated with saturated sodium bicarbonate solution
  6. filtrationThe solid material which separates is filtered
  7. washwashed with water
  8. customrecrystallized with methanol affording 13 g

Quellen und Nachweise

ORD-Eintrag
ord-5cc81af0d93a4bf2a3a8be020684b154
Quelldatensatz
uspto-grants-1977_09
Patentnummer
US04046753

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