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m-Chloroperbenzoic acid → 7-Bromo-2-(methylsulfinyl)pyrrolo[2,1-f][1,2,4]triazine

HRID 1261936
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HRID 1261936 반응식
[Br:1][C:2]1[N:10]2[C:5]([CH:6]=[N:7][C:8]([S:11][CH3:12])=[N:9]2)=[CH:4][CH:3]=1.ClC1C=CC=C(C(OO)=[O:21])C=1>C(Cl)Cl>[Br:1][C:2]1[N:10]2[C:5]([CH:6]=[N:7][C:8]([S:11]([CH3:12])=[O:21])=[N:9]2)=[CH:4][CH:3]=1
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참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 574161287-Bromo-2-(methylsulfanyl)pyrrolo[2,1-f][1,2,4]triazine

생성물 1

HCID 580713077-Bromo-2-(methylsulfinyl)pyrrolo[2,1-f][1,2,4]triazine수율 76.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Into a Round bottom flask, 7-Bromo-2-methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazine (4.00 g, 0.0164 mol) and Methylene chloride (100 mL) were added. m-Chloroperbenzoic acid (77% max)(5.14 g, 0.0229 mol) was added portion wise over 20 minutes and the reaction was stirred at room temperature for one hour. The mixture was partitioned with DCM (200 mL) and saturated NaHCO3 (200 mL). Organic extracts were washed with Brine and dried over Na2SO4. The solid was filtered and washed with DCM. The solvent was removed under vacuum to give a yellow solid. The solid was washed with hexane to afford 3.27 grams of 7-Bromo-2-methanesulfinyl-pyrrolo[2,1-f][1,2,4]triazine as a yellow powder. 1H NMR (400 MHz, DMSO, d6) δ 9.34 (s, 1H), 7.51 (m, 1H), 7.41 (d, 1H, J=4.71 Hz), 3.43 (s, 3H).

후처리

  1. customThe mixture was partitioned with DCM (200 mL) and saturated NaHCO3 (200 mL)
  2. washOrganic extracts were washed with Brine
  3. dry with materialdried over Na2SO4
  4. filtrationThe solid was filtered
  5. washwashed with DCM
  6. customThe solvent was removed under vacuum
  7. customto give a yellow solid
  8. washThe solid was washed with hexane

출처 및 근거

ORD 기록
ord-3cbe75ad90dd40689b057ff82079cc51
출처 데이터셋
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08471005B2

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