Hydrazine → 4-Chloro-6-hydrazinyl-2-(methylsulfanyl)pyrimidine

HRID 2234831

Reaktionsgleichung

Reaktionsgleichung von HRID 2234831
[NH2:1][NH2:2].[Cl:3][C:4]1[CH:9]=[C:8](Cl)[N:7]=[C:6]([S:11][CH3:12])[N:5]=1>ClCCl>[Cl:3][C:4]1[N:5]=[C:6]([S:11][CH3:12])[N:7]=[C:8]([NH:1][NH2:2])[CH:9]=1

Komponenten

4

Edukt 2

HCID 9321HydrazineHCID 805314,6-Dichloro-2-(methylthio)pyrimidine

Produkt 1

HCID 14845464-Chloro-6-hydrazinyl-2-(methylsulfanyl)pyrimidineAusbeute 64,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
-78 °C

Versuchsvorschrift

Referring to Scheme 2, anhydrous hydrazine (164 mg, 162 μl, 5.1 mmol) and dichloromethane (3 ml) were cooled to −78° C. 4,6-Dichloro-2-(methylthio)pyrimidine (1 g, 5.1 mmol) was slowly added. The mixture was allowed to stir for 10 minutes then the bath was replaced with an ice bath and the solution allowed to slowly reach 0° C. The precipitate was filtered and washed with DCM. 1-(6-Chloro-2-(methylthio)pyrimidin-4-yl)hydrazine (624 mg, 64%) was obtained. [M+H] calc'd for C5H7ClN4S, 191; found, 191.

Aufarbeitung

  1. customthe bath was replaced with an ice bath
  2. customallowed to slowly reach 0° C
  3. filtrationThe precipitate was filtered
  4. washwashed with DCM

Quellen und Nachweise

ORD-Eintrag
ord-d6b48ad051694d7791a681db44955dba
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07713973B2

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