Pyridine → HCID 18772052, 화합물

HRID 460190노트

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HRID 460190 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([C:8](=[S:10])[NH2:9])[CH:5]=[C:4]([Cl:11])[N:3]=1.Br[CH2:13][C:14](=O)[C:15]([O:17][CH2:18][CH3:19])=[O:16].N1C=CC=CC=1>O1CCOCC1>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]2[S:10][CH:13]=[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[N:9]=2)[CH:5]=[C:4]([Cl:11])[N:3]=1

참가 물질

5

반응물 3

HCID 1049PyridineHCID 66144Ethyl bromopyruvateHCID 27818592,6-dichloropyridine-4-carbothioamide

생성물 1

HCID 18772052HCID 18772052, 화합물

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

2,6-Dichloropyridine-4-thiocarboxamide (1.0 g, 4.83 mmol) was dissolved in dry 1,4-dioxane followed by adding ethyl bromopyruvate (0.9 mL, 7.24 mmol) and pyridine (0.4 mL, 4.83 mmol). The resulting mixture was heated to reflux under N2 for 5 h. After cooling to RT, solvent was removed. The residue was extracted with CHCl3. The organic layer was washed with H2O and brine, dried over MgSO4, and concentrated to give a brownish solid. This crude was purified by chromatography on silica gel. Elution with hexane:acetone (90:10) gave a title compound as yellow solid. MS m/z: 303 (M+H). Calc'd. for C11H8Cl2N2O2S-303.16.

후처리

  1. temperatureThe resulting mixture was heated
  2. temperatureto reflux under N2 for 5 h
  3. customsolvent was removed
  4. extractionThe residue was extracted with CHCl3
  5. washThe organic layer was washed with H2O and brine
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated
  8. customto give a brownish solid
  9. customThis crude was purified by chromatography on silica gel
  10. washElution with hexane:acetone (90:10)

출처 및 근거

ORD 기록
ord-b0e3719767fa48b58aeb12e2ec3ebe5c
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07196104B2

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