HRID434327

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID1049

Pyridine

C5H5N

HCID2756260

3-acetylbenzenesulfonyl Chloride

C8H7ClO3S

结构：CCCCCCCCCCCCCCCCCCN(CCCCCCCCCCCCCCCCCC)C(=O)c1cc(N)c2ccccc2c1OC(=O)c1ccccc1

HCID20493227

未命名化合物

PRODUCTS

生成物

结构：CCCCCCCCCCCCCCCCCCN(CCCCCCCCCCCCCCCCCC)C(=O)c1c(NS(=O)(=O)c2cccc(C(C)=O)c2)cc2ccccc2c1OC(=O)c1ccccc1

HCID86738890

未命名化合物

收率 58%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

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.

WORKUP

后处理

customThe THF was removed
customdried
customrecrystallized from heptane

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-82c53f8f6e4144dbb5e94b57ea3b0787
来源数据集: uspto-grants-1983_08
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04396546
来源说明: uspto-grants-1983_08

反应 SMILES

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]