Reaktion #54533

ord-d0dbd12366db44bc83e7eca24f2329b6

Reaktionsgleichung

CN(C)C1CCCCC1N
2-(dimethylamino)cyclohexylamine
O=C(Cl)c1cccc(Cl)c1
3-chlorobenzoyl chloride
→
CN(C)[C@@H]1CCCC[C@H]1NC(=O)c1cccc(Cl)c1
amide
Ausbeute 62.0%
CN(C)[C@@H]1CCCC[C@H]1NC(=O)c1cccc(Cl)c1
trans-m-Chloro-N-[2-(dimethylamino)cyclohexyl]-benzamide
Ausbeute 62.0%

Edukte

CN(C)C1CCCCC1N
2-(dimethylamino)cyclohexylamine
O=C(Cl)c1cccc(Cl)c1
3-chlorobenzoyl chloride

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe crude product was crystallized from ether-petroleum ether (30°-60°)

Vorschrift

This titled amide was prepared by general procedure B from 2-(dimethylamino)cyclohexylamine and 3-chlorobenzoyl chloride. The crude product was crystallized from ether-petroleum ether (30°-60°); yield 62%, m.p. 112°-113°. The analytical sample melted at 112.5°-113.5°. uv sh 217 nm (ε 11,850); sh 226 (9,550); sh 277 (1,200); sh 287 (623). ir NH/=CH 3320, 3070; N-alkyl 2760; C=O 1635; C=C 1595, 1570; amide II 1545. NMR in CDCl3 (100 MHz) was in accord. Mass spectrum M+ 280.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04148914uspto-grants-1979_04