Hydrochloric Acid → Ethyl-m-[N,N-di(n-hexadecyl)aminomethyl]-thiobenzimidate Dihydrochloride

HRID 1833521

Reaktionsgleichung

Reaktionsgleichung von HRID 1833521
[CH2:1]([N:17]([CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[C:37]([C:41]#[N:42])[CH:36]=1)[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[CH2:43]([SH:45])[CH3:44].[ClH:46]>C(Cl)(Cl)Cl>[ClH:46].[ClH:46].[CH2:43]([S:45][C:41](=[NH:42])[C:37]1[CH:38]=[CH:39][CH:40]=[C:35]([CH2:34][N:17]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH:36]=1)[CH3:44]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 6343EthanethiolHCID 125651361-(Dihexadecyl)aminomethyl-3-cyanobenzene

Produkt 1

HCID 12565115Ethyl-m-[N,N-di(n-hexadecyl)aminomethyl]-thiobenzimidate DihydrochlorideAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

A mixture of α-[N,N-di(n-hexadecyl)amino]-m-toluonitrile (23.2 g., 0.04 mole), ethanthiol (6.0 ml., 0.08 mole) and chloroform (100 ml.) was saturated with dry hydrogen chloride for 30 minutes at 20°-25° C. It was then stoppered and held for six days at 5° C. The mixture was evaporated in vacuo to a foam which was crystallized by trituration with 1,2-dimethoxyethane. The crude product was recrystallized from hot 1,2-dimethoxyethane/chloroform [24.9 g., 88% yield, Rf 0.79 (4:1, benzene:ethanol on silicic acid), m.p. 109°-111° C⟧

Aufarbeitung

  1. customThe mixture was evaporated in vacuo to a foam which
  2. customwas crystallized by trituration with 1,2-dimethoxyethane
  3. customThe crude product was recrystallized from hot 1,2-dimethoxyethane/chloroform [24.9 g

Quellen und Nachweise

ORD-Eintrag
ord-8315ce951281452590d4c06bfbdcf529
Quelldatensatz
uspto-grants-1978_01
Patentnummer
US04066696

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