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Triethylamine → 5-[2-Benzyloxy-4-((E)-2-1,2,4-triazol-1-yl-vinyl)-phenyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one

HRID 660500
노트
인쇄 미리보기

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HRID 660500 반응식
[CH:1]([N:3]1[CH:7]=[N:6][CH:5]=[N:4]1)=[CH2:2].[CH2:8]([O:15][C:16]1[CH:21]=[C:20](I)[CH:19]=[CH:18][C:17]=1[N:23]1[S:27](=[O:29])(=[O:28])[NH:26][C:25](=[O:30])[CH2:24]1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(N(CC)CC)C>C(#N)C.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH2:8]([O:15][C:16]1[CH:21]=[C:20](/[CH:2]=[CH:1]/[N:3]2[CH:7]=[N:6][CH:5]=[N:4]2)[CH:19]=[CH:18][C:17]=1[N:23]1[S:27](=[O:29])(=[O:28])[NH:26][C:25](=[O:30])[CH2:24]1)[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1
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참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 5652611-Vinyl-1,2,4-triazoleHCID 688386435-(2-Benzyloxy-4-iodophenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one

생성물 1

HCID 689953955-[2-Benzyloxy-4-((E)-2-1,2,4-triazol-1-yl-vinyl)-phenyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매
HCID 6342
Acetonitrile
용매

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온도
110 °C

실험 절차

A mixture of 1-vinyl-1,2,4-triazole (0.100 g, 1.06 mmol), 5-(2-benzyloxy-4-iodophenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one (0.236 g, 0.531 mmol), palladium acetate (0.024 g, 0.107 mmol), triethylamine (0.295 mL, 2.09 mmol) in acetonitrile is heated in a microwave apparatus at 110° C. for 30 min. The mixture is filtered over Celite, washed with acetonitrile, and concentrated. The residue is purified by column chromatography using a gradient of 10-60% EtOH/water as eluent to afford the title compound: (M−1)−=410.

후처리

  1. filtrationThe mixture is filtered over Celite
  2. washwashed with acetonitrile
  3. concentrationconcentrated
  4. customThe residue is purified by column chromatography

출처 및 근거

ORD 기록
ord-cabf7022cee74f69b02eee0ecfeaffcf
출처 데이터셋
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08084448B2

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