Hydrochloric Acid → HCID 86601798, Verbindung

HRID 1394287Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1394287
Cl.[CH3:2][N:3]([CH3:33])[C:4]1([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH2:9][CH2:8][CH:7]([CH2:10][CH2:11][NH:12][C:13]([NH:15][CH2:16][CH2:17][C:18]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[NH:20][CH:19]=2)=[S:14])[CH2:6][CH2:5]1.C[Si](C)(C)[Cl:36]>CC(CC)=O>[ClH:36].[CH3:33][N:3]([CH3:2])[C:4]1([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH2:9][CH2:8][CH:7]([CH2:10][CH2:11][NH:12][C:13]([NH:15][CH2:16][CH2:17][C:18]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[NH:20][CH:19]=2)=[S:14])[CH2:6][CH2:5]1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 6397ChlorotrimethylsilaneHCID 86601797HCID 86601797, Verbindung

Produkt 1

HCID 86601798HCID 86601798, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6569Methyl Ethyl KetoneLösungsmittel

Versuchsvorschrift

In order to produce the hydrochloride, the more nonpolar diastereoisomer of 1-[2-(4-dimethylamino-4-phenylcyclohexyl)ethyl]-3-[2-(1H-indol-3-yl)ethyl]thiourea (230 mg, 0.5 mmole) was dissolved in ethyl methyl ketone (5 ml) and combined with trimethylchlorosilane (2.5 ml, 26.8 mmole). The colorless solid which precipitated out was removed by suction filtration after 2 h, washed with ethyl methyl ketone (3×5 ml) and then dried. The more nonpolar diastereoisomer of 1-[2-(4-dimethylamino-4-phenylcyclohexyl)-ethyl]-3-[2-(1H-indol-3-yl)ethyl]thiourea hydrochloride was obtained in this manner as a colorless solid (Example 43, m.p. 130-138° C.) in a yield of 240 mg (99%).

Aufarbeitung

  1. customThe colorless solid which precipitated out
  2. customwas removed by suction filtration after 2 h
  3. washwashed with ethyl methyl ketone (3×5 ml)
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-f6540c719ca9431785d4db43714af806
Quelldatensatz
uspto-grants-2008_03
Patentnummer
US07348354B2

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