Potassium Carbonate → HCID 63803879, 화합물

HRID 2054157노트

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HRID 2054157 반응식
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[CH:5][C:6]([SH:9])=[N:7][CH:8]=1.F[C:13]1[CH:20]=[CH:19][C:16]([CH:17]=[O:18])=[CH:15][CH:14]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[F:11][C:2]([F:1])([F:10])[C:3]1[CH:4]=[CH:5][C:6]([S:9][C:13]2[CH:20]=[CH:19][C:16]([CH:17]=[O:18])=[CH:15][CH:14]=2)=[N:7][CH:8]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 680234-FluorobenzaldehydeHCID 178506226HCID 178506226, 화합물

생성물 1

HCID 63803879HCID 63803879, 화합물수율 87%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
110 °C

실험 절차

A mixture of 5-trifluoromethyl-pyridine-2-thiol (6.99 g, 39.0 mmol), 4-fluorobenzaldehyde (4.79 g, 38.6 mmol), anhydrous K2CO3 (8.16 g, 59.1 mmol) and DMF (70 mL) was heated at 110° C. for 18 h. The mixture was cooled to room temperature and partitioned between MTBE and water. The phases were separated. The organic extracts were combined, dried over Na2SO4, filtered and evaporated to give a crude product which was purified by flash column chromatography (eluent: 5% MTBE in petroleum ether). Evaporation of the appropriate fractions gave the product (9.47 g, 87% yield). 1H NMR (CDCl3) δ 10.06 (s, 1H), 8.69-8.66 (m, 1H), 7.97-7.92 (m, 2H), 7.78-7.72 (m, 3H), 7.23-7.16 (m, 1H).

후처리

  1. temperatureThe mixture was cooled to room temperature
  2. custompartitioned between MTBE and water
  3. customThe phases were separated
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. customevaporated
  7. customto give a crude product which
  8. customwas purified by flash column chromatography (eluent: 5% MTBE in petroleum ether)
  9. customEvaporation of the appropriate fractions

출처 및 근거

ORD 기록
ord-aade7da85b054679afdbb4e4882f4c5f
출처 데이터셋
uspto-grants-2008_02
특허 번호
US07329656B2

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