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

HRID 851530노트

반응식

HRID 851530 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-c0df7d585cf642adab02032a2a6db76f
출처 데이터셋
uspto-grants-1983_05
특허 번호
US04385104

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