Water → (6-Chloro-2-methylsulfanyl-pyrimidin-4-yl)-[2-(2,4-dichloro-phenyl)-ethyl]-amine

HRID 216240

Reaktionsgleichung

Reaktionsgleichung von HRID 216240
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([S:9][CH3:10])[N:3]=1.[Cl:11][C:12]1[CH:17]=[C:16]([Cl:18])[CH:15]=[CH:14][C:13]=1[CH2:19][CH2:20][NH2:21].C(=O)(O)[O-].[Na+].O>CCO>[Cl:8][C:6]1[N:5]=[C:4]([S:9][CH3:10])[N:3]=[C:2]([NH:21][CH2:20][CH2:19][C:13]2[CH:14]=[CH:15][C:16]([Cl:18])=[CH:17][C:12]=2[Cl:11])[CH:7]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 805314,6-Dichloro-2-(methylthio)pyrimidineHCID 1429382,4-DichlorophenethylamineHCID 516892Sodium Bicarbonate

Produkt 1

HCID 80545555(6-Chloro-2-methylsulfanyl-pyrimidin-4-yl)-[2-(2,4-dichloro-phenyl)-ethyl]-amineAusbeute 72,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
85 °C

Versuchsvorschrift

A mixture of 4,6-dichloro-2-methylsulfanyl-pyrimidine (2.66 g, 13.6 mmol), 2-(2,4-dichloro-phenyl)-ethylamine (2.26 mL, 15 mmol) and sodium bicarbonate (2.29 g, 27.2 mmol) in EtOH (35 mL) is heated to 85° C. for 1 hour and poured into water (100 mL). The solid precipitate is collected by filtration and dissolved in hot EtOH (75 mL). After cooling overnight the crystals that formed are collected by filtration and dried to afford (6-chloro-2-methylsulfanyl-pyrimidin-4-yl)-[2-(2,4-dichloro-phenyl)-ethyl]-amine (3.43 g, 72%) as a solid.

Aufarbeitung

  1. filtrationThe solid precipitate is collected by filtration
  2. dissolutiondissolved in hot EtOH (75 mL)
  3. temperatureAfter cooling overnight the crystals
  4. customthat formed
  5. filtrationare collected by filtration
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-b0de618506524590bcdeb5c36842485b
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08193183B2

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