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Hydrazine hydrate (1:1) → Methyl 3-(2-bromophenyl)-1H-pyrazole-5-carboxylate

HRID 1712934
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반응식

HRID 1712934 반응식
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=O)[CH2:9][C:10](=O)[C:11]([O:13][CH3:14])=[O:12].O.[NH2:18][NH2:19]>CC(O)=O>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:9]=[C:10]([C:11]([O:13][CH3:14])=[O:12])[NH:19][N:18]=1
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참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 43119003Methyl 4-(2-bromophenyl)-2,4-dioxobutanoate

생성물 1

HCID 46839989Methyl 3-(2-bromophenyl)-1H-pyrazole-5-carboxylate수율 97%

시약·촉매·용매 1

HCID 176Acetic Acid용매

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온도
130 °C

실험 절차

To a solution of methyl 4-(2-bromophenyl)-2,4-dioxobutanoate (540 mg, 0.0019 mol) in AcOH (4 mL) was added hydrazine monohydrate (67 mg, 0.00208 mol). The reaction mixture was allowed to stir at 130° C. overnight and then concentrated. The residue was dissolved in EtOAc, washed with aq. NaHCO3 and brine, dried over Na2SO4, filtered and concentrated to give methyl 3-(2-bromophenyl)-1H-pyrazole-5-carboxylate (0.516 g, 97%) as a white solid. LCMS: (FA) ES+ 283.2, ES-281.2.

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후처리

  1. concentrationconcentrated
  2. dissolutionThe residue was dissolved in EtOAc
  3. washwashed with aq. NaHCO3 and brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a8bc08caf8e44927817d3cda56311662
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07795249B2

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