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

HRID 434327Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 434327
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-82c53f8f6e4144dbb5e94b57ea3b0787
Quelldatensatz
uspto-grants-1983_08
Patentnummer
US04396546

Notizen zur Reaktion

Wird geladen…