Hydrochloric Acid → HCID 178484724, Verbindung

HRID 16122

Reaktionsgleichung

Reaktionsgleichung von HRID 16122
Cl.Cl.Cl.[Cl:4][C:5]1[C:10]([Cl:11])=[CH:9][CH:8]=[CH:7][C:6]=1[N:12]1[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][C@H:20]2[CH2:25][CH2:24][C@H:23]([NH2:26])[CH2:22][CH2:21]2)[CH2:14][CH2:13]1.[CH2:27]([N:29]([CH2:32]C)[CH2:30]C)C.ClC(Cl)([O:37]C(=O)OC(Cl)(Cl)Cl)Cl.Cl>ClCCl>[Cl:4][C:5]1[C:10]([Cl:11])=[CH:9][CH:8]=[CH:7][C:6]=1[N:12]1[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][C@H:20]2[CH2:25][CH2:24][C@H:23]([NH:26][C:27]([N:29]([CH3:32])[CH3:30])=[O:37])[CH2:22][CH2:21]2)[CH2:14][CH2:13]1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 8471Triethylamine2×HCID 94429TriphosgeneHCID 178478588HCID 178478588, Verbindung

Produkt 1

HCID 178484724HCID 178484724, VerbindungAusbeute 143,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

0.56 g (1.2 mmol) trans-4-{2-[4-(2,3-dichlorophenyl)-piperazin-1-yl]-ethyl}-cyclohexyl-amine trihydrochloride was suspended in dry dichloromethane (50 ml), triethylamine 0.77 ml, 6 mmol) was added and 0.13 g (0.44 mmol) triphosgene dissolved in dichloromethane was dropped in. After one hour stirring at room temperature dimetilamine hydrochloride (0.49 g, 6 mmol) followed by triethylamine (0.84 ml, 6 mmol) was added and the stirring was continued for 20 hours. The mixture was filtered, the filtrate washed with water, dried and evaporated in vacuo. Recrystallizing the product from methanol gave the title compound (0.27 g, 52%). Melting point: 212-4° C.

Aufarbeitung

  1. additionwas dropped in
  2. additionwas added
  3. filtrationThe mixture was filtered
  4. washthe filtrate washed with water
  5. customdried
  6. customevaporated in vacuo
  7. customRecrystallizing the product from methanol

Quellen und Nachweise

ORD-Eintrag
ord-258c082de91b464ba0230efdebd317cf
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07737142B2

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