Potassium Carbonate → HCID 63803879、化合物

HRID 2054157ノート

反応式

HRID 2054157 の反応式
[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

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 680234-FluorobenzaldehydeHCID 178506226HCID 178506226、化合物

生成物 1

HCID 63803879HCID 63803879、化合物収率 87%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
110 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-aade7da85b054679afdbb4e4882f4c5f
出典データセット
uspto-grants-2008_02
特許番号
US07329656B2

反応ノート

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