Hydroxyamine hydrochloride → 4-(2,2,2-Trifluoro-1-methyl-ethyl)pyridine-2-carboxamide

HRID 1880773

反応式

HRID 1880773 の反応式
C(=O)(O)[O-:2].[Na+].Cl.NO.[F:9][C:10]([F:22])([F:21])[CH:11]([C:13]1[CH:18]=[CH:17][N:16]=[C:15]([C:19]#[N:20])[CH:14]=1)[CH3:12]>C(O)C>[F:22][C:10]([F:9])([F:21])[CH:11]([C:13]1[CH:18]=[CH:17][N:16]=[C:15]([C:19]([NH2:20])=[O:2])[CH:14]=1)[CH3:12]

参加物

5

反応物 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 595703594-(2,2,2-Trifluoro-1-methyl-ethyl)pyridine-2-carbonitrile

生成物 1

HCID 866473394-(2,2,2-Trifluoro-1-methyl-ethyl)pyridine-2-carboxamide収率 102.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To 7 ml of ethanol were added 0.44 g of sodium bicarbonate and 0.37 g of hydroxylamine hydrochloride, and the mixture was heated to reflux for 1 hour. After allowing to cool, 0.7 g of 4-(2,2,2-trifluoro-1-methyl-ethyl)pyridine-2-carbonitrile was added at 0° C., and the mixture was stirred for 4 hours, and concentrated. To the residue was added water, the resultant solution was extracted with ethyl acetate three times, and the organic layers were combined, washed with an aqueous saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.78 g of 4-(2,2,2-trifluoro-1-methyl-ethyl)pyridine-2-carboxamide=oxime.

後処理

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 1 hour
  3. temperatureto cool
  4. concentrationconcentrated
  5. additionTo the residue was added water
  6. extractionthe resultant solution was extracted with ethyl acetate three times
  7. washwashed with an aqueous saturated sodium chloride solution
  8. dry with materialdried with anhydrous magnesium sulfate
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-17346a5123b34d9aa66625967188cc8a
出典データセット
uspto-grants-2012_11
特許番号
US08318776B2

関連ノート

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