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Hydrochloric Acid → S-[2-(5-methyl-4-imidazolylmethylthio)ethyl]-N-cyano-N'-methylisothiourea hydrochloride

HRID 1112222
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1112222
[CH3:1][C:2]1[NH:6][CH:5]=[N:4][C:3]=1[CH2:7][S:8][CH2:9][CH2:10][SH:11].[ClH:12].[C:13]([NH:15][C:16](=[N:19][CH3:20])SC)#[N:14]>N1C=CC=CC=1.O>[ClH:12].[CH3:1][C:2]1[NH:6][CH:5]=[N:4][C:3]=1[CH2:7][S:8][CH2:9][CH2:10][S:11][C:16](=[N:19][CH3:20])[NH:15][C:13]#[N:14]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 313Hydrochloric Acid2×HCID 1111031-Cyano-2,3-dimethylisothioureaHCID 203874282-(5-Methyl-4-imidazolylmethylthio)ethanethiol

Produkt 1

HCID 20387431S-[2-(5-methyl-4-imidazolylmethylthio)ethyl]-N-cyano-N'-methylisothiourea hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel
HCID 1049
Pyridine
Lösungsmittel

Versuchsvorschrift

2-(5-Methyl-4-imidazolylmethylthio)ethanethiol (4.0 g) (prepared from the hydrochloride as in Example 1(b) and N-cyano-N',S-dimethylisothiourea (4.0 g) were heated together under nitrogen in pyridine (100 ml) at 100° for 20 hours. After this time the mixture was evaporated to dryness to give the crude title product. This residue taken up in water acidified to pH2 with concentrated hydrochloric acid. After extracting with ethyl acetate the volume of the aqueous fraction was reduced and on cooling gave S-[2-(5-methyl-4-imidazolylmethylthio)ethyl]-N-cyano-N'-methylisothiourea hydrochloride, m.p. 225°.

Aufarbeitung

  1. customAfter this time the mixture was evaporated to dryness
  2. customto give the crude title product
  3. extractionAfter extracting with ethyl acetate the volume of the aqueous fraction
  4. temperatureon cooling

Quellen und Nachweise

ORD-Eintrag
ord-d2f68dae90c042f087a7cf53c8df5ccb
Quelldatensatz
uspto-grants-1978_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04120972

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