Methane → HCID 178509585、化合物

HRID 1409402ノート

反応式

HRID 1409402 の反応式
Cl.[Cl:2][C:3]1[CH:10]=[C:9]([C:11]2[NH:15][N:14]=[CH:13][CH:12]=2)[CH:8]=[CH:7][C:4]=1[C:5]#[N:6].C.[OH-].[Na+]>CO>[Cl:2][C:3]1[CH:10]=[C:9]([C:11]2[CH:12]=[CH:13][NH:14][N:15]=2)[CH:8]=[CH:7][C:4]=1[C:5]#[N:6]

参加物

5

反応物 3

HCID 297MethaneHCID 14798Sodium HydroxideHCID 671717272-Chloro-4-(1H-pyrazol-3-yl)benzonitrile hydrochloride

生成物 1

HCID 178509585HCID 178509585、化合物収率 91.6%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

2-Chloro-4-(1H-pyrazol-5-yl)benzonitrile hydrochloride (8 g, 33.3 mmol) was charged to the reaction flask and methanol (74 ml), activated charcoal (0.36 g) and celite (0.46 g) were added. The reaction mixture was refluxed for 1 h, filtered, and the solid was washed with warm methanol. A half of the methanol was distilled out and water (40 ml) was added at 55° C. slowly. 50% NaOH solution (1.916 ml, 36.7 mmol) was added slowly, the mixture was stirred for 10 min and cooled to RT. MeOH was evaporated and residue cooled to RT. Water (49 ml) was added and the precipitate was filtered and washed with water and dried under vacuum overnight at 60° C. to obtain 6.21 g of the title compound. 1H-NMR (400 MHz, DMSO-d6): δ 6.99 (d, 1H), 7.86 (d, 1H), 7.96-8.01 (m, 2H), 8.24-8.16 (m, 1H).

後処理

  1. additionwere added
  2. temperatureThe reaction mixture was refluxed for 1 h
  3. filtrationfiltered
  4. washthe solid was washed with warm methanol
  5. distillationA half of the methanol was distilled out and water (40 ml)
  6. additionwas added at 55° C. slowly
  7. customMeOH was evaporated
  8. temperatureresidue cooled to RT
  9. additionWater (49 ml) was added
  10. filtrationthe precipitate was filtered
  11. washwashed with water
  12. customdried under vacuum overnight at 60° C.

出典と根拠

ORDレコード
ord-1afca112db74479fadbc57f593c9da04
出典データセット
uspto-grants-2014_12
特許番号
US08921378B2

反応ノート

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