Hydroxyamine hydrochloride → 6-Methyl-4-trifluoromethylpyridine-2-carboxamide

HRID 1880732노트

반응식

HRID 1880732 반응식
C(=O)(O)[O-:2].[Na+].Cl.NO.[CH3:9][C:10]1[N:15]=[C:14]([C:16]#[N:17])[CH:13]=[C:12]([C:18]([F:21])([F:20])[F:19])[CH:11]=1>C(O)C>[CH3:9][C:10]1[N:15]=[C:14]([C:16]([NH2:17])=[O:2])[CH:13]=[C:12]([C:18]([F:21])([F:19])[F:20])[CH:11]=1

참가 물질

5

반응물 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 17862303HCID 17862303, 화합물

생성물 1

HCID 866473326-Methyl-4-trifluoromethylpyridine-2-carboxamide수율 84.3%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To 10 ml of ethanol were added 0.86 g of sodium bicarbonate and 0.71 g of hydroxylamine hydrochloride, and the mixture was heated to reflux for 1 hour. After allowing to cool, 0.8 g of 6-methyl-4-trifluoromethylpyridine-2-carbonitrile was added at room temperature, and the mixture was stirred for 12 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 0.74 g of 6-methyl-4-trifluoromethylpyridine-2-carboxamide=oxime.

후처리

  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

출처 및 근거

ORD 기록
ord-038f8c857206435da9c86ccd41a49b4f
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08318776B2

반응 노트

불러오는 중…