Crotononitrile → Evandamine

HRID 745758Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 745758
Cl.[NH:2]([C:4]1[S:5][C:6]2[CH2:12][CH2:11][CH2:10][CH2:9][C:7]=2[N:8]=1)[NH2:3].CC[O-].[Na+].[Na].[C:18](#[N:22])/[CH:19]=[CH:20]/[CH3:21]>O.C(O)C>[NH2:22][C:18]1[CH2:19][CH:20]([CH3:21])[N:2]([C:4]2[S:5][C:6]3[CH2:12][CH2:11][CH2:10][CH2:9][C:7]=3[N:8]=2)[N:3]=1

Komponenten

7

Edukt 4

HCID 637921CrotononitrileHCID 2723922Sodium ethoxideHCID 5360545SodiumHCID 23312423HCID 23312423, Verbindung

Produkt 1

HCID 3038554EvandamineAusbeute 60,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittel2×HCID 962WaterLösungsmittel

Versuchsvorschrift

20 g of 2-hydrazino-4,5,6,7-tetrahyro-benzothiazole hydrochloride are added to a sodium ethylate solution of 5.7 g of sodium and 250 ml of ethanol and the mixture is stirred at room temperature for 10 minutes. 5.5 g of crotononitrile are then added dropwise and the mixture is boiled under reflux for 5 hours. After cooling, the ethanol is stripped off in vacuo and the residue is taken up in water. The insoluble material is filtered off and washed thoroughly with water, acetone and ether in succession. After drying, 11.8 g of beige crystals of 3-amino-5-methyl-1-(4,5,6,7-tetrahydro-benzothiazolyl)-2-pyrazoline of melting point 247°-249° C. are obtained.

Aufarbeitung

  1. temperatureunder reflux for 5 hours
  2. temperatureAfter cooling
  3. filtrationThe insoluble material is filtered off
  4. washwashed thoroughly with water, acetone and ether in succession
  5. customAfter drying

Quellen und Nachweise

ORD-Eintrag
ord-49c689f31b734893be0dda0216d25fa6
Quelldatensatz
uspto-grants-1986_07
Patentnummer
US04600722

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