4-Methylbenzoyl Chloride → N-[2-(1H-Imidazol-2-yl)ethyl]-2-[[4-methylbenzoyl]amino]-benzamide

HRID 1608828Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1608828
[NH2:1][C:2]1[CH:17]=[CH:16][CH:15]=[CH:14][C:3]=1[C:4]([NH:6][CH2:7][CH2:8][C:9]1[NH:10][CH:11]=[CH:12][N:13]=1)=[O:5].[C:18]1([CH3:27])[CH:23]=[CH:22][C:21]([C:24](Cl)=[O:25])=[CH:20][CH:19]=1>>[NH:13]1[CH:12]=[CH:11][N:10]=[C:9]1[CH2:8][CH2:7][NH:6][C:4](=[O:5])[C:3]1[CH:14]=[CH:15][CH:16]=[CH:17][C:2]=1[NH:1][C:24](=[O:25])[C:21]1[CH:22]=[CH:23][C:18]([CH3:27])=[CH:19][CH:20]=1

Komponenten

3

Edukt 2

HCID 134054-Methylbenzoyl ChlorideHCID 200855782-Amino-N-[2-(1H-imidazol-2-yl)ethyl]benzamide

Produkt 1

HCID 20085638N-[2-(1H-Imidazol-2-yl)ethyl]-2-[[4-methylbenzoyl]amino]-benzamideAusbeute 71,7 %

Versuchsvorschrift

The titled compound was prepared substantially in accordance with the method detailed in Example 11 using 2.00 g (0.00869 mol) of 2-amino-N-[2-(1H-imidazol-2-yl)-ethyl]benzamide, prepared as in Example 6A, and 2.74 g (0.01738 mol) of p-toluoyl chloride with the exception that after removing ethyl acetate the resultant solid was purified by crystallization from an ethyl acetate/hexane solution containing a small amount of methanol, followed by recrystallization from an ethyl acetate/methanol solution, to provide 2.17 g of the desired titled compound (m.p. 209°-214° C.).

Aufarbeitung

  1. customThe titled compound was prepared substantially in accordance with the method
  2. customthat after removing ethyl acetate the resultant solid
  3. customwas purified by crystallization from an ethyl acetate/hexane solution
  4. additioncontaining a small amount of methanol
  5. customfollowed by recrystallization from an ethyl acetate/methanol solution

Quellen und Nachweise

ORD-Eintrag
ord-6c4d875f221448cea61fa0897436a9d3
Quelldatensatz
uspto-grants-1995_03
Patentnummer
US05397798

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