Pyridine → 3-Acetylbenzenesulfonamido-1-benzoyloxy-N,N-dioctadecyl-2-naphthamide

HRID 851530Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 851530
N[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([O:12][C:13](=[O:20])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:4]([C:21]([N:23]([CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH3:59])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])=[O:22])[CH:3]=1.[N:60]1C=CC=CC=1.Cl[S:67]([C:70]1[CH:71]=[C:72]([C:76](=[O:78])[CH3:77])[CH:73]=[CH:74][CH:75]=1)(=[O:69])=[O:68]>C1COCC1>[C:76]([C:72]1[CH:71]=[C:70]([S:67]([NH:60][C:3]2[C:4]([C:21]([N:23]([CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH3:59])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])=[O:22])=[C:5]([O:12][C:13](=[O:20])[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:6]3[C:7]([CH:2]=2)=[CH:8][CH:9]=[CH:10][CH:11]=3)(=[O:69])=[O:68])[CH:75]=[CH:74][CH:73]=1)(=[O:78])[CH3:77]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 27562603-Acetylbenzenesulfonyl chlorideHCID 204932274-amino-1-benzoyloxy-N,N-dioctadecyl-2-naphthamide

Produkt 1

HCID 867388903-Acetylbenzenesulfonamido-1-benzoyloxy-N,N-dioctadecyl-2-naphthamideAusbeute 58 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 4-amino-1-benzoyloxy-N,N-dioctadecyl-2-naphthamide (15.7 mmol), and 2 ml of pyridine in 110 ml of THF was cooled to 0° to 5° C. and 3.42 g of m-chlorosulfonylacetophenone was added all at once. The solution was allowed to warm to room temperature and stirred overnight. The THF was removed under reducing pressure and the resulting solid was reslurried in water, dried and then recrystallized from heptane to give 9.32 g (58 percent) of a tan solid, melting point 91° to 93° C.

Aufarbeitung

  1. customThe THF was removed
  2. customdried
  3. customrecrystallized from heptane

Quellen und Nachweise

ORD-Eintrag
ord-c0df7d585cf642adab02032a2a6db76f
Quelldatensatz
uspto-grants-1983_05
Patentnummer
US04385104

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