6-Chlorohexanenitrile → S-(5-cyanopentyl)isothiourea hydrochloride

HRID 2196462Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2196462
[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]#[N:8].[NH2:9][C:10]([NH2:12])=[S:11]>O>[ClH:1].[C:7]([CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][S:11][C:10](=[NH:9])[NH2:12])#[N:8]

Komponenten

4

Edukt 2

HCID 2465226-ChlorohexanenitrileHCID 2723790Thiourea

Produkt 1

HCID 86647988S-(5-cyanopentyl)isothiourea hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

The 6-chlorohexanenitrile (6.36 g, 48.3 mmol) and thiourea (4.04 g, 53.1 mmol) are mixed in 40 ml of water. The mixture is heated to reflux for 3 to 4 hours. The reaction mixture is evaporated and 20 ml of ethanol is added and then evaporated as well. This is repeated three times. After that, 10 ml of methanol and 30 ml of acetone are added and the mixture is stirred for one hour. The crystalline material is filtered and the product is dried under high vacuum overnight to yield S-(5-cyanopentyl)isothiourea hydrochloride.

Aufarbeitung

  1. temperatureThe mixture is heated
  2. temperatureto reflux for 3 to 4 hours
  3. customThe reaction mixture is evaporated
  4. addition20 ml of ethanol is added
  5. customevaporated as well
  6. additionAfter that, 10 ml of methanol and 30 ml of acetone are added
  7. filtrationThe crystalline material is filtered
  8. customthe product is dried under high vacuum overnight

Quellen und Nachweise

ORD-Eintrag
ord-62ac1fe1fdd54c2dbacfb5b2fb836acb
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08338454B2

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