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2-(Tributylstannyl)-1,3-thiazole → 5-Acetyl-1-(3-(2-thiazolyl)phenyl)benzimidazole

HRID 581961
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인쇄 미리보기

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HRID 581961 반응식
C([Sn](CCCC)(CCCC)[C:6]1[S:7][CH:8]=[CH:9][N:10]=1)CCC.[C:19]([C:22]1[CH:37]=[CH:36][C:25]2[N:26]([C:29]3[CH:34]=[CH:33][CH:32]=[C:31](Br)[CH:30]=3)[CH:27]=[N:28][C:24]=2[CH:23]=1)(=[O:21])[CH3:20]>C1COCC1.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[C:19]([C:22]1[CH:37]=[CH:36][C:25]2[N:26]([C:29]3[CH:34]=[CH:33][CH:32]=[C:31]([C:6]4[S:7][CH:8]=[CH:9][N:10]=4)[CH:30]=3)[CH:27]=[N:28][C:24]=2[CH:23]=1)(=[O:21])[CH3:20]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 27632592-(Tributylstannyl)-1,3-thiazoleHCID 540303071-(1-(3-bromophenyl)-1H-benzo[d]imidazol-5-yl)ethanone

생성물 1

HCID 537406525-Acetyl-1-(3-(2-thiazolyl)phenyl)benzimidazole수율 97.8%

시약·촉매·용매 2

HCID 178418476HCID 178418476, 화합물촉매HCID 8028Tetrahydrofuran용매

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온도
80 °C

실험 절차

To a solution of (33) (3.6 g, 9.7 mmol) in dry THF (20 ml) was added 5-acetyl-1-(3-bromophenyl)benzimidazole (1.5 g, 4.8 mmol) and (PPh3)2PdCl2 (340 mg, 0.48 mmol) under argon. The reaction mixture was stirred at 80° C. for 24 hr in a 50 ml sealed tube. After cooling the mixture was concentrated, triturated with water (100 ml) and extracted with CH2Cl2 (200 ml×3). The extract was washed with brine, dried and concentrated under reduced pressure. The residue was washed with ether to afford crystaline (34) (1.5 g, 89%).

후처리

  1. customsealed tube
  2. temperatureAfter cooling the mixture
  3. concentrationwas concentrated
  4. customtriturated with water (100 ml)
  5. extractionextracted with CH2Cl2 (200 ml×3)
  6. washThe extract was washed with brine
  7. customdried
  8. concentrationconcentrated under reduced pressure
  9. washThe residue was washed with ether

출처 및 근거

ORD 기록
ord-18d5d5eb6be0453a85f7fbb570da8450
출처 데이터셋
uspto-grants-1999_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05922724

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