Tributylphosphine → 5-{4-[2-(3-Quinolylmethyleneaminooxy)ethoxy]benzyl}-3-tritylthiazolidine-2,4-dione

HRID 1956899노트

반응식

HRID 1956899 반응식
N(C(N1CCNCC1)=O)=NC(N1CCNCC1)=O.[N:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=[C:21]([CH:29]=[N:30][O:31][CH2:32][CH2:33][OH:34])[CH:20]=1.O[C:36]1[CH:68]=[CH:67][C:39]([CH2:40][CH:41]2[S:45][C:44](=[O:46])[N:43]([C:47]([C:60]3[CH:65]=[CH:64][CH:63]=[CH:62][CH:61]=3)([C:54]3[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=3)[C:48]3[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=3)[C:42]2=[O:66])=[CH:38][CH:37]=1.C(P(CCCC)CCCC)CCC>C1(C)C=CC=CC=1.O1CCCC1>[N:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=[C:21]([CH:29]=[N:30][O:31][CH2:32][CH2:33][O:34][C:36]2[CH:68]=[CH:67][C:39]([CH2:40][CH:41]3[S:45][C:44](=[O:46])[N:43]([C:47]([C:60]4[CH:65]=[CH:64][CH:63]=[CH:62][CH:61]=4)([C:54]4[CH:55]=[CH:56][CH:57]=[CH:58][CH:59]=4)[C:48]4[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=4)[C:42]3=[O:66])=[CH:38][CH:37]=2)[CH:20]=1

참가 물질

7

반응물 4

HCID 13831TributylphosphineHCID 28181265-(4-Hydroxybenzyl)-3-triphenylmethylthiazolidine-2,4-dioneHCID 537495822-(3-Quinolylmethyleneaminooxy)ethanolHCID 544718201,1'-(Azodicarbonyl)dipiperazine

생성물 1

HCID 738479795-{4-[2-(3-Quinolylmethyleneaminooxy)ethoxy]benzyl}-3-tritylthiazolidine-2,4-dione수율 92.5%

시약·촉매·용매 2

HCID 1140Toluene용매HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 0.73 g of 1,1'-(azodicarbonyl)dipiperazine in 10 ml of toluene was added dropwise at room temperature to a suspension of 0.60 g of 2-(3-quinolylmethyleneaminooxy)ethanol (prepared as described in Preparation 3), 1.10 g of 5-(4-hydroxybenzyl)-3-tritylthiazolidine-2,4-dione and 0.72 ml of tributylphosphine in 30 ml of tetrahydrofuran, and the resulting mixture was stirred for 16 hours. At the end of this time, the reaction product was purified by column chromatography through silica gel, using a 1:1 by volume mixture of hexane and ethyl acetate as the eluent, to give 1.45 g of the title compound as a crystalline powder, melting at 127°-130° C.

후처리

  1. customAt the end of this time, the reaction product was purified by column chromatography through silica gel
  2. additionby volume mixture of hexane and ethyl acetate as the eluent

출처 및 근거

ORD 기록
ord-9133d3a2cd2547d382d94b069857f3f6
출처 데이터셋
uspto-grants-1998_07
특허 번호
US05780490

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